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

Journal Article · Fri Apr 17 00:00:00 EDT 2015 · Macromolecules

DOI:https://doi.org/10.1021/acs.macromol.5b00123· OSTI ID:1557801

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)

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 syndiotactic and w_c = 0.74 for isotactic).

View Accepted Manuscript (DOE)

Cite

Export

Save

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

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

Grant/Contract Number:: FG02-86ER13564

OSTI ID:: 1557801

Journal Information:: Macromolecules, Vol. 48, Issue 8; ISSN 0024-9297

Publisher:: American Chemical SocietyCopyright Statement

Country of Publication:: United States

Language:: English

Citation Metrics:

Cited by: 64 works

Citation information provided by
Web of Science

References (58)

Ring-opening Polymerization of Norbornene and Its Derivatives by MoCl₅, WCl₆ and ReCl₅ Catalysts Oshika, Takao; Tabuchi, Hiroyoshi Bulletin of the Chemical Society of Japan, Vol. 41, Issue 1, p. 211-217 https://doi.org/10.1246/bcsj.41.211	journal	January 1968
Polymerization of Dicyclopentadiene: A Tale of Two Mechanisms Davidson, T. A.; Wagener, K. B.; Priddy, D. B. Macromolecules, Vol. 29, Issue 2 https://doi.org/10.1021/ma950852x	journal	January 1996
The polymerization of dicyclopentadiene: an investigation of mechanism Davidson, T. A.; Wagener, K. B. Journal of Molecular Catalysis A: Chemical, Vol. 133, Issue 1-2, p. 67-74 https://doi.org/10.1016/S1381-1169(98)00091-0	journal	July 1998
Ring-opening polymerization of endo and exo-dicyclopentadiene and their 7,8-dihydro derivatives Hamilton, James G.; Ivin, Kenneth J.; Rooney, John J. Journal of Molecular Catalysis, Vol. 36, Issue 1-2, p. 115-125 https://doi.org/10.1016/0304-5102(86)85107-0	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) Hayano, Shigetaka; Kurakata, Hiroshi; Uchida, Daisuke Chemistry Letters, Vol. 32, Issue 8, p. 670-671 https://doi.org/10.1246/cl.2003.670	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 Hayano, Shigetaka; Takeyama, Yoshihisa; Tsunogae, Yasuo Macromolecules, Vol. 39, Issue 14, p. 4663-4670 https://doi.org/10.1021/ma0604340	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) Hayano, Shigetaka; Kurakata, Hiroshi; Tsunogae, Yasuo Macromolecules, Vol. 36, Issue 20, p. 7422-7431 https://doi.org/10.1021/ma034611y	journal	October 2003
Recent Advances in High Oxidation State Mo and W Imido Alkylidene Chemistry Schrock, Richard R. Chemical Reviews, Vol. 109, Issue 8 https://doi.org/10.1021/cr800502p	journal	August 2009
High Oxidation State Multiple Metal−Carbon Bonds Schrock, Richard R. Chemical Reviews, Vol. 102, Issue 1 https://doi.org/10.1021/cr0103726	journal	January 2002
Ruthenium-Based Heterocyclic Carbene-Coordinated Olefin Metathesis Catalysts ^† Vougioukalakis, Georgios C.; Grubbs, Robert H. Chemical Reviews, Vol. 110, Issue 3 https://doi.org/10.1021/cr9002424	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 Buchmeiser, Michael R. Chemical Reviews, Vol. 100, Issue 4 https://doi.org/10.1021/cr990248a	journal	April 2000
Living ring-opening metathesis polymerization Bielawski, Christopher W.; Grubbs, Robert H. Progress in Polymer Science, Vol. 32, Issue 1, p. 1-29 https://doi.org/10.1016/j.progpolymsci.2006.08.006	journal	January 2007
Bioactive and Therapeutic ROMP Polymers Smith, DeeDee; Pentzer, Emily B.; Nguyen, SonBinh T. Polymer Reviews, Vol. 47, Issue 3 https://doi.org/10.1080/15583720701455186	journal	July 2007
Polymer-Supported Well-Defined Metathesis Catalysts Buchmeiser, Michael R. Chemical Reviews, Vol. 109, Issue 2 https://doi.org/10.1021/cr800207n	journal	November 2008
Synthesis of chiral molybdenum ROMP initiators and all-cis highly tactic poly(2,3-(R)2norbornadiene) (R = CF3 or CO2Me) McConville, David H.; Wolf, Jennifer R.; Schrock, Richard R. Journal of the American Chemical Society, Vol. 115, Issue 10 https://doi.org/10.1021/ja00063a090	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 O'Dell, Richard; McConville, David H.; Hofmeister, Gretchen E. Journal of the American Chemical Society, Vol. 116, Issue 8, p. 3414-3423 https://doi.org/10.1021/ja00087a028	journal	April 1994
Ring Opening Metathesis Polymerization with Binaphtholate or Biphenolate Complexes of Molybdenum Totland, Karen M.; Boyd, Thomas J.; Lavoie, Gino G. Macromolecules, Vol. 29, Issue 19 https://doi.org/10.1021/ma960351r	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 Schrock, Richard R.; Lee, Jin-Kyu; O'Dell, Richard Macromolecules, Vol. 28, Issue 17, p. 5933-5940 https://doi.org/10.1021/ma00121a033	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 Alexander, John B.; Schrock, Richard R.; Davis, William M. Organometallics, Vol. 19, Issue 18 https://doi.org/10.1021/om000336h	journal	August 2000
Precise Control of Polyolefin Stereochemistry Using Single-Site Metal Catalysts Coates, Geoffrey W. Chemical Reviews, Vol. 100, Issue 4 https://doi.org/10.1021/cr990286u	journal	April 2000
Stereoselective Polymerization with Single-Site Catalysts Baugh, Lisa S.; Canich, Jo Ann M. https://doi.org/10.1201/9781420017083	book	November 2007
Living Ring-Opening Metathesis Polymerization of Cyclopropenes Singh, Rojendra; Czekelius, Constantin; Schrock, Richard R. Macromolecules, Vol. 39, Issue 4 https://doi.org/10.1021/ma052560u	journal	February 2006
Stereospecific Ring-Opening Metathesis Polymerization of 3-Methyl-3-phenylcylopropene by Molybdenum Alkylidene Initiators Singh, Rojendra; Schrock, Richard R. Macromolecules, Vol. 41, Issue 9 https://doi.org/10.1021/ma800280q	journal	May 2008
Z-Selective Olefin Metathesis Processes Catalyzed by a Molybdenum Hexaisopropylterphenoxide Monopyrrolide Complex Flook, Margaret M.; Jiang, Annie J.; Schrock, Richard R. Journal of the American Chemical Society, Vol. 131, Issue 23, p. 7962-7963 https://doi.org/10.1021/ja902738u	journal	June 2009
Z-Selective Ring-Opening Metathesis Polymerization of 3-Substituted Cyclooctenes by Monoaryloxide Pyrrolide Imido Alkylidene (MAP) Catalysts of Molybdenum and Tungsten Jeong, Hyangsoo; Kozera, Daniel J.; Schrock, Richard R. Organometallics, Vol. 32, Issue 17, p. 4843-4850 https://doi.org/10.1021/om400583t	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 Flook, Margaret M.; Börner, Janna; Kilyanek, Stefan M. Organometallics, Vol. 31, Issue 17, p. 6231-6243 https://doi.org/10.1021/om300530p	journal	August 2012
Z-Selective and Syndioselective Ring-Opening Metathesis Polymerization (ROMP) Initiated by Monoaryloxidepyrrolide (MAP) Catalysts Flook, Margaret M.; Gerber, Laura C. H.; Debelouchina, Galia T. Macromolecules, Vol. 43, Issue 18, p. 7515-7522 https://doi.org/10.1021/ma101375v	journal	September 2010
Synthesis of cis,syndiotactic ROMP Polymers Containing Alternating Enantiomers Flook, Margaret M.; Ng, Victor W. L.; Schrock, Richard R. Journal of the American Chemical Society, Vol. 133, Issue 6, p. 1784-1786 https://doi.org/10.1021/ja110949f	journal	January 2011
Tungsten Oxo Alkylidene Complexes as Initiators for the Stereoregular Polymerization of 2,3-Dicarbomethoxynorbornadiene Forrest, William P.; Axtell, Jonathan C.; Schrock, Richard R. Organometallics, Vol. 33, Issue 9 https://doi.org/10.1021/om5002364	journal	April 2014
Stereospecific Ring-Opening Metathesis Polymerization of Norbornadienes Employing Tungsten Oxo Alkylidene Initiators Forrest, William P.; Weis, Jonathan G.; John, Jeremy M. Journal of the American Chemical Society, Vol. 136, Issue 31 https://doi.org/10.1021/ja506446n	journal	July 2014
Synthesis of Stereoregular Polymers through Ring-Opening Metathesis Polymerization Schrock, Richard R. Accounts of Chemical Research, Vol. 47, Issue 8 https://doi.org/10.1021/ar500139s	journal	June 2014
Synthesis of stereoregular ROMP polymers using molybdenum and tungsten imido alkylidene initiators Schrock, Richard R. Dalton Transactions, Vol. 40, Issue 29, p. 7484-7495 https://doi.org/10.1039/c1dt10215j	journal	May 2011
Syndiospecific Ring-opening Metathesis Polymerization of endo-Dicyclopentadiene by Tungsten(VI) Phenylimido Catalyst Hayano, Shigetaka; Tsunogae, Yasuo Chemistry Letters, Vol. 34, Issue 11, p. 1520-1521 https://doi.org/10.1246/cl.2005.1520	journal	November 2005
A New Method for Catalytic Syntheses of Block Copolymers via ROMP: Development of Stereoblock Copoly(endo-dicyclopentadiene) Hayano, Shigetaka; Tsunogae, Yasuo Chemistry Letters, Vol. 37, Issue 5, p. 518-519 https://doi.org/10.1246/cl.2008.518	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) Hayano, Shigetaka; Tsunogae, Yasuo Macromolecules, Vol. 39, Issue 1, p. 30-38 https://doi.org/10.1021/ma052088c	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 Hamilton, James G.; Ivin, Kenneth J.; Rooney, John J. British Polymer Journal, Vol. 16, Issue 1, p. 21-33 https://doi.org/10.1002/pi.4980160106	journal	March 1984
Highly Z -Selective Metathesis Homocoupling of Terminal Olefins Jiang, Annie J.; Zhao, Yu; Schrock, Richard R. Journal of the American Chemical Society, Vol. 131, Issue 46 https://doi.org/10.1021/ja908098t	journal	November 2009
Synthesis and ROMP Chemistry of Decafluoroterphenoxide Molybdenum Imido Alkylidene and Ethylene Complexes Yuan, Jian; Schrock, Richard R.; Gerber, Laura C. H. Organometallics, Vol. 32, Issue 10, p. 2983-2992 https://doi.org/10.1021/om400199u	journal	May 2013
Z-Selective Olefin Metathesis Reactions Promoted by Tungsten Oxo Alkylidene Complexes Peryshkov, Dmitry V.; Schrock, Richard R.; Takase, Michael K. Journal of the American Chemical Society, Vol. 133, Issue 51, p. 20754-20757 https://doi.org/10.1021/ja210349m	journal	December 2011
Synthesis of Tungsten Oxo Alkylidene Complexes Peryshkov, Dmitry V.; Schrock, Richard R. Organometallics, Vol. 31, Issue 20, p. 7278-7286 https://doi.org/10.1021/om3008579	journal	October 2012
B(C₆F₅)₃ Activation of Oxo Tungsten Complexes That Are Relevant to Olefin Metathesis Peryshkov, Dmitry V.; Forrest, William P.; Schrock, Richard R. Organometallics, Vol. 32, Issue 19, p. 5256-5259 https://doi.org/10.1021/om4007906	journal	September 2013
Molybdenum Imido Alkylidene Metathesis Catalysts That Contain Electron-Withdrawing Biphenolates or Binaphtholates Singh, Rojendra; Czekelius, Constantin; Schrock, Richard R. Organometallics, Vol. 26, Issue 10 https://doi.org/10.1021/om061134+	journal	April 2007
Synthesis and ring opening metathesis polymerisation of isoxazolino- and isoxazolidino-norbornenes Murphy, James J.; Hamilton, James G.; Michael Paton, R. Polymer, Vol. 47, Issue 10 https://doi.org/10.1016/j.polymer.2006.03.027	journal	May 2006
Catalytic properties of novel chiral polyoxomolybdate(VI) salts: The ring-opening metathesis polymerization (ROMP) of norbornene McCann, Malachy; Beaumont, Andrew J. Journal of Molecular Catalysis A: Chemical, Vol. 108, Issue 1 https://doi.org/10.1016/1381-1169(95)00286-3	journal	April 1996
Living ring-opening metathesis polymerization of 2,3-difunctionalized norbornadienes by Mo(:CHBu-tert)(:NC6H3Pr-iso2-2,6)(OBu-tert)2 Bazan, G. C.; Khosravi, E.; Schrock, Richard R. Journal of the American Chemical Society, Vol. 112, Issue 23 https://doi.org/10.1021/ja00179a023	journal	November 1990
Rotational isomers of molybdenum(VI) alkylidene complexes and cis/trans polymer structure: investigations in ring-opening metathesis polymerization Oskam, John H.; Schrock, Richard R. Journal of the American Chemical Society, Vol. 115, Issue 25 https://doi.org/10.1021/ja00078a023	journal	December 1993
Industrialization and application development of cyclo-olefin polymer Yamazaki, M. Journal of Molecular Catalysis A: Chemical, Vol. 213, Issue 1 https://doi.org/10.1016/j.molcata.2003.10.058	journal	April 2004
Determination of the Tacticity of Ring-opened Metathesis Polymers of Norbornene and Norbornadiene by13C NMR Spectroscopy of their Hydrogenated Derivatives Al-Samak, Basma; Amir-Ebrahimi, Valia; Carvill, Andrew G. Polymer International, Vol. 41, Issue 1 https://doi.org/10.1002/(SICI)1097-0126(199609)41:1<85::AID-PI582>3.0.CO;2-Y	journal	September 1996
Equilibrium Control of Crystal Thickness and Melting Point through Block Copolymerization Lee, Li-Bong W.; Register, Richard A. Macromolecules, Vol. 37, Issue 19 https://doi.org/10.1021/ma049143m	journal	August 2004
Hydrogenated Ring-Opened Polynorbornene: A Highly Crystalline Atactic Polymer Lee, Li-Bong W.; Register, Richard A. Macromolecules, Vol. 38, Issue 4 https://doi.org/10.1021/ma048013a	journal	February 2005
Synthesis of molybdenum imido alkylidene complexes and some reactions involving acyclic olefins Schrock, Richard R.; Murdzek, John S.; Bazan, Gui C. Journal of the American Chemical Society, Vol. 112, Issue 10 https://doi.org/10.1021/ja00166a023	journal	May 1990
Syntheses of Tungsten tert-Butylimido and Adamantylimido Alkylidene Complexes Employing Pyridinium Chloride As the Acid Jeong, Hyangsoo; Axtell, Jonathan C.; Török, Bela Organometallics, Vol. 31, Issue 18, p. 6522-6525 https://doi.org/10.1021/om300799q	journal	August 2012
Z -Selective Metathesis Homocoupling of 1,3-Dienes by Molybdenum and Tungsten Monoaryloxide Pyrrolide (MAP) Complexes Townsend, Erik M.; Schrock, Richard R.; Hoveyda, Amir H. Journal of the American Chemical Society, Vol. 134, Issue 28 https://doi.org/10.1021/ja303220j	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 Lee, Yeon-Ju; Schrock, Richard R.; Hoveyda, Amir H. Journal of the American Chemical Society, Vol. 131, Issue 30 https://doi.org/10.1021/ja904098h	journal	July 2009
Bipyridine Adducts of Molybdenum Imido Alkylidene and Imido Alkylidyne Complexes Lichtscheidl, Alejandro G.; Ng, Victor W. L.; Müller, Peter Organometallics, Vol. 31, Issue 12 https://doi.org/10.1021/om300353e	journal	May 2012
Alkylidene and Metalacyclic Complexes of Tungsten that Contain a Chiral Biphenoxide Ligand. Synthesis, Asymmetric Ring-Closing Metathesis, and Mechanistic Investigations Tsang, W. C. Peter; Hultzsch, Kai C.; Alexander, John B. Journal of the American Chemical Society, Vol. 125, Issue 9 https://doi.org/10.1021/ja0210603	journal	March 2003
Synthesis of Tungsten Imido Alkylidene Complexes that Contain an Electron-Withdrawing Imido Ligand Axtell, Jonathan C.; Schrock, Richard R.; Müller, Peter Organometallics, Vol. 33, Issue 19 https://doi.org/10.1021/om5006676	journal	September 2014
Synthesis of Molybdenum and Tungsten Alkylidene Complexes That Contain Sterically Demanding Arenethiolate Ligands Townsend, Erik M.; Hyvl, Jakub; Forrest, William P. Organometallics, Vol. 33, Issue 19 https://doi.org/10.1021/om500655n	journal	September 2014

Cited By (7)

Rapid, Regioselective Living Ring-Opening Metathesis Polymerization of Bio-Derivable Asymmetric Tricyclic Oxanorbornenes Naguib, Mohamed; Schiller, Tara L.; Keddie, Daniel J. Macromolecular Rapid Communications, Vol. 39, Issue 7 https://doi.org/10.1002/marc.201700794	journal	January 2018
Photoinitiated ring‐opening metathesis polymerization Joo, Wontae; Chen, Christopher H.; Moerdyk, Jonathan P. Journal of Polymer Science Part A: Polymer Chemistry, Vol. 57, Issue 17 https://doi.org/10.1002/pola.29449	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 Buchmeiser, Michael R. Macromolecular Rapid Communications, Vol. 40, Issue 1 https://doi.org/10.1002/marc.201800492	journal	August 2018
Tuning thermal properties of cross-linked DCPD polymers by functionalization, initiator type and curing methods Phatake, Ravindra S.; Masarwa, Alexandra; Lemcoff, N. Gabriel Polymer Chemistry, Vol. 11, Issue 10 https://doi.org/10.1039/c9py01178a	journal	January 2020
Addition Oligomerization of Dicyclopentadiene: Reactivity of Endo and Exo Isomers and Postmodification Zanchin, Giorgia; Leone, Giuseppe; Pierro, Ivana Macromolecular Chemistry and Physics, Vol. 218, Issue 11 https://doi.org/10.1002/macp.201600602	journal	March 2017
Synthesis of Poly(norbornene-methylamine), a Biomimetic of Chitosan, by Ring-Opening Metathesis Polymerization (ROMP) Li, Na; Wang, Huanhuan; Qu, Xiaosai Marine Drugs, Vol. 15, Issue 7 https://doi.org/10.3390/md15070223	journal	July 2017
Recent advances in metathesis-derived polymers containing transition metals in the side chain Dragutan, Ileana; Dragutan, Valerian; Simionescu, Bogdan C. Beilstein Journal of Organic Chemistry, Vol. 11 https://doi.org/10.3762/bjoc.11.296	journal	December 2015

Similar Records

Stereoselective Ring-Opening Metathesis Polymerization (ROMP) of Methyl- N -(1-phenylethyl)-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylate by Molybdenum and Tungsten Initiators

Journal Article · Tue Mar 17 00:00:00 EDT 2015 · Macromolecules · OSTI ID:1557801

Jeong, Hyangsoo; Ng, Victor W. L.; Börner, Janna; +1 more

Stereospecific Ring-Opening Metathesis Polymerization (ROMP) of Norbornene and Tetracyclododecene by Mo and W Initiators

Journal Article · Tue Apr 07 00:00:00 EDT 2015 · Macromolecules · OSTI ID:1557801

Autenrieth, Benjamin; Schrock, Richard R.

Living polymerization of (o-(trimethylsilyl)phenyl)acetylene using `small alkoxide` molybdenum(VI) initiators

Journal Article · Thu Sep 01 00:00:00 EDT 1994 · Organometallics · OSTI ID:1557801

Schrock, R R; Luo, S; Zanetti, N C; +1 more

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

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

Citation Formats

References (58)

Cited By (7)

Similar Records

Related Subjects