Stereospecific Ring-Opening Metathesis Polymerization (ROMP) of endo -Dicyclopentadiene by Molybdenum and Tungsten Catalysts

Autenrieth, Benjamin; Jeong, Hyangsoo; Forrest, William P.; Axtell, Jonathan C.; Ota, Antje; Lehr, Thomas; Buchmeiser, Michael R.; Schrock, Richard R.

doi:10.1021/acs.macromol.5b00123

Title: Stereospecific Ring-Opening Metathesis Polymerization (ROMP) of endo -Dicyclopentadiene by Molybdenum and Tungsten Catalysts

Abstract

Here we report an examination of the ring-opening metathesis polymerization (ROMP) of endo-dicyclopentadiene (DCPD) by 10 well-defined molybdenum-based and 16 tungsten-based alkylidene initiators. Five tungsten-based MAP (monoaryloxide pyrrolide) initiators with the general formula W(X)(CHCMe₂Ph)(Me₂Pyr)(OAr) (X = arylimido, alkylimido, or oxo; Me₂Pyr =2,5-dimethylpyrrolide; OAr = an aryloxide) were found to yield >98% cis, >98% syndiotactic poly(DCPD); they are W(N-t-Bu)(CHCMe₃)(pyr)(OHMT) (2, OHMT = O-2,6-(2,4,6-Me₃C₆H₂)₂C₆H₃, pyr = pyrrolide), W(N-2,6-i-Pr₂C₆H₃)(CHCMe₂Ph)(pyr)(OHMT) (3), W(O)(CHCMe₂Ph)(Me₂Pyr)(OHMT)(PPh₂Me) (7, Me₂Pyr =2,5-dimethylpyrrolide), W(O)(CHCMe₂Ph)(Me₂Pyr)(ODFT)(PPh₂Me) (9, ODFT = O-2,6-(C₆F₅)₂C₆H₃), and W(O)(CHCMe₂Ph)(Me₂Pyr)(OTPP)(PMePh₂) (10, OTPP = O-2,3,5,6-Ph₄C₆H). Two biphenolate alkylidene complexes, Mo(N-2,6-Me₂C₆H₃)(CHCMe₂Ph)(rac-biphen) (17) and W(N-2,6-Me₂C₆H₃)(CHCMe₂Ph)(rac-biphen) (22, biphen =3,3'-(t-Bu)₂-5,5'-6,6'-(CH₃)₄-1,1'-biphenyl-2,2'-diolate), were found to yield >98% cis, >98% isotactic poly(DCPD). Cis, syndiotactic or cis, isotactic poly(DCPD)s (made with 50–1000 equiv of DCPD) are accessible within seconds to minutes in dichloromethane at room temperature. No isomerization or cross-linking reactions are determined, and addition of a chain transfer reagent (1-hexene) or the use of THF as a solvent does not decrease the stereospecificity of the polymerizations. Cis, syndiotactic and cis, isotactic poly(DCPD)s can be distinguished readily from each other by ¹³C NMR spectroscopy. Hydrogenation of each stereoregular poly(DCPD) produces H-poly(DCPD)s that have melting points near 270 °C (syndiotactic) or 290 °C (isotactic) and high crystallinities (w_c = 0.83 for syndiotacticmore » and w_c = 0.74 for isotactic).« less

Authors:

Autenrieth, Benjamin ^[1]; Jeong, Hyangsoo ^[1]; Forrest, William P. ^[1]; Axtell, Jonathan C. ^[1]; Ota, Antje ^[2]; Lehr, Thomas ^[2]; Buchmeiser, Michael R. ^[2]; Schrock, Richard R. ^[1]

Massachusetts Inst. of Technology (MIT), Cambridge, MA (United States)
Universität Stuttgart (Germany)

Publication Date:: Fri Apr 17 00:00:00 EDT 2015

Research Org.:: Massachusetts Inst. of Technology (MIT), Cambridge, MA (United States)

Sponsoring Org.:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

OSTI Identifier:: 1557801

Grant/Contract Number:: FG02-86ER13564

Resource Type:: Accepted Manuscript

Journal Name:: Macromolecules

Additional Journal Information:: Journal Volume: 48; Journal Issue: 8; Journal ID: ISSN 0024-9297

Publisher:: American Chemical Society

Country of Publication:: United States

Language:: English

Subject:: 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats


                    Autenrieth, Benjamin, Jeong, Hyangsoo, Forrest, William P., Axtell, Jonathan C., Ota, Antje, Lehr, Thomas, Buchmeiser, Michael R., and Schrock, Richard R. Stereospecific Ring-Opening Metathesis Polymerization (ROMP) of endo -Dicyclopentadiene by Molybdenum and Tungsten Catalysts.  United States: N. p., 2015. 
Web.  doi:10.1021/acs.macromol.5b00123.

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                    Autenrieth, Benjamin, Jeong, Hyangsoo, Forrest, William P., Axtell, Jonathan C., Ota, Antje, Lehr, Thomas, Buchmeiser, Michael R., & Schrock, Richard R. Stereospecific Ring-Opening Metathesis Polymerization (ROMP) of endo -Dicyclopentadiene by Molybdenum and Tungsten Catalysts.  United States.  https://doi.org/10.1021/acs.macromol.5b00123

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                    Autenrieth, Benjamin, Jeong, Hyangsoo, Forrest, William P., Axtell, Jonathan C., Ota, Antje, Lehr, Thomas, Buchmeiser, Michael R., and Schrock, Richard R. Fri .  
"Stereospecific Ring-Opening Metathesis Polymerization (ROMP) of endo -Dicyclopentadiene by Molybdenum and Tungsten Catalysts".  United States.  https://doi.org/10.1021/acs.macromol.5b00123.  https://www.osti.gov/servlets/purl/1557801.

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@article{osti_1557801,

  title        = {Stereospecific Ring-Opening Metathesis Polymerization (ROMP) of endo -Dicyclopentadiene by Molybdenum and Tungsten Catalysts},

  author       = {Autenrieth, Benjamin and Jeong, Hyangsoo and Forrest, William P. and Axtell, Jonathan C. and Ota, Antje and Lehr, Thomas and Buchmeiser, Michael R. and Schrock, Richard R.},

  abstractNote = {Here we report an examination of the ring-opening metathesis polymerization (ROMP) of endo-dicyclopentadiene (DCPD) by 10 well-defined molybdenum-based and 16 tungsten-based alkylidene initiators. Five tungsten-based MAP (monoaryloxide pyrrolide) initiators with the general formula W(X)(CHCMe2Ph)(Me2Pyr)(OAr) (X = arylimido, alkylimido, or oxo; Me2Pyr =2,5-dimethylpyrrolide; OAr = an aryloxide) were found to yield >98% cis, >98% syndiotactic poly(DCPD); they are W(N-t-Bu)(CHCMe3)(pyr)(OHMT) (2, OHMT = O-2,6-(2,4,6-Me3C6H2)2C6H3, pyr = pyrrolide), W(N-2,6-i-Pr2C6H3)(CHCMe2Ph)(pyr)(OHMT) (3), W(O)(CHCMe2Ph)(Me2Pyr)(OHMT)(PPh2Me) (7, Me2Pyr =2,5-dimethylpyrrolide), W(O)(CHCMe2Ph)(Me2Pyr)(ODFT)(PPh2Me) (9, ODFT = O-2,6-(C6F5)2C6H3), and W(O)(CHCMe2Ph)(Me2Pyr)(OTPP)(PMePh2) (10, OTPP = O-2,3,5,6-Ph4C6H). Two biphenolate alkylidene complexes, Mo(N-2,6-Me2C6H3)(CHCMe2Ph)(rac-biphen) (17) and W(N-2,6-Me2C6H3)(CHCMe2Ph)(rac-biphen) (22, biphen =3,3'-(t-Bu)2-5,5'-6,6'-(CH3)4-1,1'-biphenyl-2,2'-diolate), were found to yield >98% cis, >98% isotactic poly(DCPD). Cis, syndiotactic or cis, isotactic poly(DCPD)s (made with 50–1000 equiv of DCPD) are accessible within seconds to minutes in dichloromethane at room temperature. No isomerization or cross-linking reactions are determined, and addition of a chain transfer reagent (1-hexene) or the use of THF as a solvent does not decrease the stereospecificity of the polymerizations. Cis, syndiotactic and cis, isotactic poly(DCPD)s can be distinguished readily from each other by 13C NMR spectroscopy. Hydrogenation of each stereoregular poly(DCPD) produces H-poly(DCPD)s that have melting points near 270 °C (syndiotactic) or 290 °C (isotactic) and high crystallinities (wc = 0.83 for syndiotactic and wc = 0.74 for isotactic).},

  doi          = {10.1021/acs.macromol.5b00123},

  journal      = {Macromolecules},

  number       = 8,

  volume       = 48,

  place        = {United States},

  year         = {Fri Apr 17 00:00:00 EDT 2015},

  month        = {Fri Apr 17 00:00:00 EDT 2015}

}

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Title: Stereospecific Ring-Opening Metathesis Polymerization (ROMP) of endo -Dicyclopentadiene by Molybdenum and Tungsten Catalysts

Abstract

Citation Formats

Ring-opening Polymerization of Norbornene and Its Derivatives by MoCl5, WCl6 and ReCl5 Catalysts journal, January 1968

Polymerization of Dicyclopentadiene: A Tale of Two Mechanisms journal, January 1996

The polymerization of dicyclopentadiene: an investigation of mechanism journal, July 1998

Ring-opening polymerization of endo and exo-dicyclopentadiene and their 7,8-dihydro derivatives journal, July 1986

Stereospecific Ring-Opening Metathesis Polymerization of endo-Dicyclopentadiene by Schrock–Hoveyda Catalyst and Novel Mo- and W-based Complexes. Development of Crystalline Hydrogenated Poly(endo-dicyclopentadiene) journal, August 2003

Hydrogenated Ring-Opened Poly(endo-dicyclopentadiene)s Made via Stereoselective ROMP Catalyzed by Tungsten Complexes: Crystalline Tactic Polymers and Amorphous Atactic Polymer journal, June 2006

Stereospecific Ring-Opening Metathesis Polymerization of Cycloolefins Using Novel Molybdenum and Tungsten Complexes Having Biphenolate Ligands. Development of Crystalline Hydrogenated Poly(endo-dicyclopentadiene) and Poly(norbornene) journal, October 2003

Recent Advances in High Oxidation State Mo and W Imido Alkylidene Chemistry journal, August 2009

High Oxidation State Multiple Metal−Carbon Bonds journal, January 2002

Ruthenium-Based Heterocyclic Carbene-Coordinated Olefin Metathesis Catalysts † journal, March 2010

Homogeneous Metathesis Polymerization by Well-Defined Group VI and Group VIII Transition-Metal Alkylidenes: Fundamentals and Applications in the Preparation of Advanced Materials journal, April 2000

Living ring-opening metathesis polymerization journal, January 2007

Bioactive and Therapeutic ROMP Polymers journal, July 2007

Polymer-Supported Well-Defined Metathesis Catalysts journal, November 2008

Synthesis of chiral molybdenum ROMP initiators and all-cis highly tactic poly(2,3-(R)2norbornadiene) (R = CF3 or CO2Me) journal, May 1993

Polymerization of Enantiomerically Pure 2,3-Dicarboalkoxynorbornadienes and 5,6-Disubstituted Norbornenes by Well-Characterized Molybdenum Ring-Opening Metathesis Polymerization Initiators. Direct Determination of Tacticity in Cis, Highly Tactic and Trans, Highly Tactic Polymers journal, April 1994

Ring Opening Metathesis Polymerization with Binaphtholate or Biphenolate Complexes of Molybdenum journal, January 1996

Exploring Factors That Determine Cis/Trans Structure and Tacticity in Polymers Prepared by Ring-Opening Metathesis Polymerizations with Initiators of the Type syn- and anti-Mo(NAr)(CHCMe2Ph)(OR)2. Observation of a Temperature-Dependent Cis/Trans Ratio journal, August 1995

Synthesis of Molybdenum Imido Alkylidene Complexes That Contain 3,3‘-Dialkyl-5,5‘,6,6‘-tetramethyl-1,1‘-biphenyl-2,2‘-diolates (Alkyl = t -Bu, Adamantyl). Catalysts for Enantioselective Olefin Metathesis Reactions journal, August 2000

Precise Control of Polyolefin Stereochemistry Using Single-Site Metal Catalysts journal, April 2000

Stereoselective Polymerization with Single-Site Catalysts book, November 2007

Living Ring-Opening Metathesis Polymerization of Cyclopropenes journal, February 2006

Stereospecific Ring-Opening Metathesis Polymerization of 3-Methyl-3-phenylcylopropene by Molybdenum Alkylidene Initiators journal, May 2008

Z-Selective Olefin Metathesis Processes Catalyzed by a Molybdenum Hexaisopropylterphenoxide Monopyrrolide Complex journal, June 2009

Z-Selective Ring-Opening Metathesis Polymerization of 3-Substituted Cyclooctenes by Monoaryloxide Pyrrolide Imido Alkylidene (MAP) Catalysts of Molybdenum and Tungsten journal, August 2013

Five-Coordinate Rearrangements of Metallacyclobutane Intermediates during Ring-Opening Metathesis Polymerization of 2,3-Dicarboalkoxynorbornenes by Molybdenum and Tungsten Monoalkoxide Pyrrolide Initiators journal, August 2012

Z-Selective and Syndioselective Ring-Opening Metathesis Polymerization (ROMP) Initiated by Monoaryloxidepyrrolide (MAP) Catalysts journal, September 2010

Synthesis of cis,syndiotactic ROMP Polymers Containing Alternating Enantiomers journal, January 2011

Tungsten Oxo Alkylidene Complexes as Initiators for the Stereoregular Polymerization of 2,3-Dicarbomethoxynorbornadiene journal, April 2014

Stereospecific Ring-Opening Metathesis Polymerization of Norbornadienes Employing Tungsten Oxo Alkylidene Initiators journal, July 2014

Synthesis of Stereoregular Polymers through Ring-Opening Metathesis Polymerization journal, June 2014

Synthesis of stereoregular ROMP polymers using molybdenum and tungsten imido alkylidene initiators journal, May 2011

Syndiospecific Ring-opening Metathesis Polymerization of endo-Dicyclopentadiene by Tungsten(VI) Phenylimido Catalyst journal, November 2005

A New Method for Catalytic Syntheses of Block Copolymers via ROMP: Development of Stereoblock Copoly(endo-dicyclopentadiene) journal, May 2008

Syndioselective Ring-Opening Metathesis Polymerization of endo-Dicyclopentadiene with Tungsten Complexes Having Imido Ligands: Development of Crystalline Syndiotactic Hydrogenated Poly(endo-dicyclopentadiene) journal, December 2005

13C N.m.r. Spectra of ring-opened polymers of 1-methylbicyclo[2.2.1]hept-2-ene and their hydrogenated products journal, March 1984

Highly Z -Selective Metathesis Homocoupling of Terminal Olefins journal, November 2009

Synthesis and ROMP Chemistry of Decafluoroterphenoxide Molybdenum Imido Alkylidene and Ethylene Complexes journal, May 2013

Z-Selective Olefin Metathesis Reactions Promoted by Tungsten Oxo Alkylidene Complexes journal, December 2011

Synthesis of Tungsten Oxo Alkylidene Complexes journal, October 2012

B(C6F5)3 Activation of Oxo Tungsten Complexes That Are Relevant to Olefin Metathesis journal, September 2013

Molybdenum Imido Alkylidene Metathesis Catalysts That Contain Electron-Withdrawing Biphenolates or Binaphtholates journal, April 2007

Synthesis and ring opening metathesis polymerisation of isoxazolino- and isoxazolidino-norbornenes journal, May 2006

Catalytic properties of novel chiral polyoxomolybdate(VI) salts: The ring-opening metathesis polymerization (ROMP) of norbornene journal, April 1996

Living ring-opening metathesis polymerization of 2,3-difunctionalized norbornadienes by Mo(:CHBu-tert)(:NC6H3Pr-iso2-2,6)(OBu-tert)2 journal, November 1990

Rotational isomers of molybdenum(VI) alkylidene complexes and cis/trans polymer structure: investigations in ring-opening metathesis polymerization journal, December 1993

Industrialization and application development of cyclo-olefin polymer journal, April 2004

Determination of the Tacticity of Ring-opened Metathesis Polymers of Norbornene and Norbornadiene by13C NMR Spectroscopy of their Hydrogenated Derivatives journal, September 1996

Equilibrium Control of Crystal Thickness and Melting Point through Block Copolymerization journal, August 2004

Hydrogenated Ring-Opened Polynorbornene: A Highly Crystalline Atactic Polymer journal, February 2005

Synthesis of molybdenum imido alkylidene complexes and some reactions involving acyclic olefins journal, May 1990

Syntheses of Tungsten tert-Butylimido and Adamantylimido Alkylidene Complexes Employing Pyridinium Chloride As the Acid journal, August 2012

Z -Selective Metathesis Homocoupling of 1,3-Dienes by Molybdenum and Tungsten Monoaryloxide Pyrrolide (MAP) Complexes journal, July 2012

Endo -Selective Enyne Ring-Closing Metathesis Promoted by Stereogenic-at-Mo Monoalkoxide and Monoaryloxide Complexes. Efficient Synthesis of Cyclic Dienes Not Accessible through Reactions with Ru Carbenes journal, July 2009

Bipyridine Adducts of Molybdenum Imido Alkylidene and Imido Alkylidyne Complexes journal, May 2012

Alkylidene and Metalacyclic Complexes of Tungsten that Contain a Chiral Biphenoxide Ligand. Synthesis, Asymmetric Ring-Closing Metathesis, and Mechanistic Investigations journal, March 2003

Synthesis of Tungsten Imido Alkylidene Complexes that Contain an Electron-Withdrawing Imido Ligand journal, September 2014

Synthesis of Molybdenum and Tungsten Alkylidene Complexes That Contain Sterically Demanding Arenethiolate Ligands journal, September 2014

Rapid, Regioselective Living Ring-Opening Metathesis Polymerization of Bio-Derivable Asymmetric Tricyclic Oxanorbornenes journal, January 2018

Photoinitiated ring‐opening metathesis polymerization journal, August 2019

Functional Precision Polymers via Stereo- and Regioselective Polymerization Using Group 6 Metal Alkylidene and Group 6 and 8 Metal Alkylidene N -Heterocyclic Carbene Complexes journal, August 2018

Tuning thermal properties of cross-linked DCPD polymers by functionalization, initiator type and curing methods journal, January 2020

Addition Oligomerization of Dicyclopentadiene: Reactivity of Endo and Exo Isomers and Postmodification journal, March 2017

Synthesis of Poly(norbornene-methylamine), a Biomimetic of Chitosan, by Ring-Opening Metathesis Polymerization (ROMP) journal, July 2017

Recent advances in metathesis-derived polymers containing transition metals in the side chain journal, December 2015

Ring-opening Polymerization of Norbornene and Its Derivatives by MoCl₅, WCl₆ and ReCl₅ Catalysts
journal, January 1968

Polymerization of Dicyclopentadiene: A Tale of Two Mechanisms
journal, January 1996

The polymerization of dicyclopentadiene: an investigation of mechanism
journal, July 1998

Ring-opening polymerization of endo and exo-dicyclopentadiene and their 7,8-dihydro derivatives
journal, July 1986

Stereospecific Ring-Opening Metathesis Polymerization of endo-Dicyclopentadiene by Schrock–Hoveyda Catalyst and Novel Mo- and W-based Complexes. Development of Crystalline Hydrogenated Poly(endo-dicyclopentadiene)
journal, August 2003

Hydrogenated Ring-Opened Poly(endo-dicyclopentadiene)s Made via Stereoselective ROMP Catalyzed by Tungsten Complexes: Crystalline Tactic Polymers and Amorphous Atactic Polymer
journal, June 2006

Stereospecific Ring-Opening Metathesis Polymerization of Cycloolefins Using Novel Molybdenum and Tungsten Complexes Having Biphenolate Ligands. Development of Crystalline Hydrogenated Poly(endo-dicyclopentadiene) and Poly(norbornene)
journal, October 2003

Recent Advances in High Oxidation State Mo and W Imido Alkylidene Chemistry
journal, August 2009

High Oxidation State Multiple Metal−Carbon Bonds
journal, January 2002

Ruthenium-Based Heterocyclic Carbene-Coordinated Olefin Metathesis Catalysts ^†
journal, March 2010

Homogeneous Metathesis Polymerization by Well-Defined Group VI and Group VIII Transition-Metal Alkylidenes: Fundamentals and Applications in the Preparation of Advanced Materials
journal, April 2000

Living ring-opening metathesis polymerization
journal, January 2007

Bioactive and Therapeutic ROMP Polymers
journal, July 2007

Polymer-Supported Well-Defined Metathesis Catalysts
journal, November 2008

Synthesis of chiral molybdenum ROMP initiators and all-cis highly tactic poly(2,3-(R)2norbornadiene) (R = CF3 or CO2Me)
journal, May 1993

Polymerization of Enantiomerically Pure 2,3-Dicarboalkoxynorbornadienes and 5,6-Disubstituted Norbornenes by Well-Characterized Molybdenum Ring-Opening Metathesis Polymerization Initiators. Direct Determination of Tacticity in Cis, Highly Tactic and Trans, Highly Tactic Polymers
journal, April 1994

Ring Opening Metathesis Polymerization with Binaphtholate or Biphenolate Complexes of Molybdenum
journal, January 1996

Exploring Factors That Determine Cis/Trans Structure and Tacticity in Polymers Prepared by Ring-Opening Metathesis Polymerizations with Initiators of the Type syn- and anti-Mo(NAr)(CHCMe₂Ph)(OR)₂. Observation of a Temperature-Dependent Cis/Trans Ratio
journal, August 1995

Synthesis of Molybdenum Imido Alkylidene Complexes That Contain 3,3‘-Dialkyl-5,5‘,6,6‘-tetramethyl-1,1‘-biphenyl-2,2‘-diolates (Alkyl = t -Bu, Adamantyl). Catalysts for Enantioselective Olefin Metathesis Reactions
journal, August 2000

Precise Control of Polyolefin Stereochemistry Using Single-Site Metal Catalysts
journal, April 2000

Stereoselective Polymerization with Single-Site Catalysts
book, November 2007

Living Ring-Opening Metathesis Polymerization of Cyclopropenes
journal, February 2006

Stereospecific Ring-Opening Metathesis Polymerization of 3-Methyl-3-phenylcylopropene by Molybdenum Alkylidene Initiators
journal, May 2008

Z-Selective Olefin Metathesis Processes Catalyzed by a Molybdenum Hexaisopropylterphenoxide Monopyrrolide Complex
journal, June 2009

Z-Selective Ring-Opening Metathesis Polymerization of 3-Substituted Cyclooctenes by Monoaryloxide Pyrrolide Imido Alkylidene (MAP) Catalysts of Molybdenum and Tungsten
journal, August 2013

Five-Coordinate Rearrangements of Metallacyclobutane Intermediates during Ring-Opening Metathesis Polymerization of 2,3-Dicarboalkoxynorbornenes by Molybdenum and Tungsten Monoalkoxide Pyrrolide Initiators
journal, August 2012

Z-Selective and Syndioselective Ring-Opening Metathesis Polymerization (ROMP) Initiated by Monoaryloxidepyrrolide (MAP) Catalysts
journal, September 2010

Synthesis of cis,syndiotactic ROMP Polymers Containing Alternating Enantiomers
journal, January 2011

Tungsten Oxo Alkylidene Complexes as Initiators for the Stereoregular Polymerization of 2,3-Dicarbomethoxynorbornadiene
journal, April 2014

Stereospecific Ring-Opening Metathesis Polymerization of Norbornadienes Employing Tungsten Oxo Alkylidene Initiators
journal, July 2014

Synthesis of Stereoregular Polymers through Ring-Opening Metathesis Polymerization
journal, June 2014

Synthesis of stereoregular ROMP polymers using molybdenum and tungsten imido alkylidene initiators
journal, May 2011

Syndiospecific Ring-opening Metathesis Polymerization of endo-Dicyclopentadiene by Tungsten(VI) Phenylimido Catalyst
journal, November 2005

A New Method for Catalytic Syntheses of Block Copolymers via ROMP: Development of Stereoblock Copoly(endo-dicyclopentadiene)
journal, May 2008

Syndioselective Ring-Opening Metathesis Polymerization of endo-Dicyclopentadiene with Tungsten Complexes Having Imido Ligands: Development of Crystalline Syndiotactic Hydrogenated Poly(endo-dicyclopentadiene)
journal, December 2005

¹³C N.m.r. Spectra of ring-opened polymers of 1-methylbicyclo[2.2.1]hept-2-ene and their hydrogenated products
journal, March 1984

Highly Z -Selective Metathesis Homocoupling of Terminal Olefins
journal, November 2009

Synthesis and ROMP Chemistry of Decafluoroterphenoxide Molybdenum Imido Alkylidene and Ethylene Complexes
journal, May 2013

Z-Selective Olefin Metathesis Reactions Promoted by Tungsten Oxo Alkylidene Complexes
journal, December 2011

Synthesis of Tungsten Oxo Alkylidene Complexes
journal, October 2012

B(C₆F₅)₃ Activation of Oxo Tungsten Complexes That Are Relevant to Olefin Metathesis
journal, September 2013

Molybdenum Imido Alkylidene Metathesis Catalysts That Contain Electron-Withdrawing Biphenolates or Binaphtholates
journal, April 2007

Synthesis and ring opening metathesis polymerisation of isoxazolino- and isoxazolidino-norbornenes
journal, May 2006

Catalytic properties of novel chiral polyoxomolybdate(VI) salts: The ring-opening metathesis polymerization (ROMP) of norbornene
journal, April 1996

Living ring-opening metathesis polymerization of 2,3-difunctionalized norbornadienes by Mo(:CHBu-tert)(:NC6H3Pr-iso2-2,6)(OBu-tert)2
journal, November 1990

Rotational isomers of molybdenum(VI) alkylidene complexes and cis/trans polymer structure: investigations in ring-opening metathesis polymerization
journal, December 1993

Industrialization and application development of cyclo-olefin polymer
journal, April 2004

Determination of the Tacticity of Ring-opened Metathesis Polymers of Norbornene and Norbornadiene by13C NMR Spectroscopy of their Hydrogenated Derivatives
journal, September 1996

Equilibrium Control of Crystal Thickness and Melting Point through Block Copolymerization
journal, August 2004

Hydrogenated Ring-Opened Polynorbornene: A Highly Crystalline Atactic Polymer
journal, February 2005

Synthesis of molybdenum imido alkylidene complexes and some reactions involving acyclic olefins
journal, May 1990

Syntheses of Tungsten tert-Butylimido and Adamantylimido Alkylidene Complexes Employing Pyridinium Chloride As the Acid
journal, August 2012

Z -Selective Metathesis Homocoupling of 1,3-Dienes by Molybdenum and Tungsten Monoaryloxide Pyrrolide (MAP) Complexes
journal, July 2012

Endo -Selective Enyne Ring-Closing Metathesis Promoted by Stereogenic-at-Mo Monoalkoxide and Monoaryloxide Complexes. Efficient Synthesis of Cyclic Dienes Not Accessible through Reactions with Ru Carbenes
journal, July 2009

Bipyridine Adducts of Molybdenum Imido Alkylidene and Imido Alkylidyne Complexes
journal, May 2012

Alkylidene and Metalacyclic Complexes of Tungsten that Contain a Chiral Biphenoxide Ligand. Synthesis, Asymmetric Ring-Closing Metathesis, and Mechanistic Investigations
journal, March 2003

Synthesis of Tungsten Imido Alkylidene Complexes that Contain an Electron-Withdrawing Imido Ligand
journal, September 2014

Synthesis of Molybdenum and Tungsten Alkylidene Complexes That Contain Sterically Demanding Arenethiolate Ligands
journal, September 2014

Rapid, Regioselective Living Ring-Opening Metathesis Polymerization of Bio-Derivable Asymmetric Tricyclic Oxanorbornenes
journal, January 2018

Photoinitiated ring‐opening metathesis polymerization
journal, August 2019

Functional Precision Polymers via Stereo- and Regioselective Polymerization Using Group 6 Metal Alkylidene and Group 6 and 8 Metal Alkylidene N -Heterocyclic Carbene Complexes
journal, August 2018

Tuning thermal properties of cross-linked DCPD polymers by functionalization, initiator type and curing methods
journal, January 2020

Addition Oligomerization of Dicyclopentadiene: Reactivity of Endo and Exo Isomers and Postmodification
journal, March 2017

Synthesis of Poly(norbornene-methylamine), a Biomimetic of Chitosan, by Ring-Opening Metathesis Polymerization (ROMP)
journal, July 2017

Recent advances in metathesis-derived polymers containing transition metals in the side chain
journal, December 2015