Synthesis and reactivity of cis-FeH2(dcpe)2 (dcpe=1,2-bis(dicyclohexylphosphino)ethane)

Summerscales, Owen T.; Scott, Brian Lindley; Viswanathan, Hari S.; Sutton, Andrew D.

doi:10.1016/j.inoche.2015.11.021

Title: Synthesis and reactivity of cis-FeH₂(dcpe)₂ (dcpe=1,2-bis(dicyclohexylphosphino)ethane)

Abstract

For this work, a new six-coordinate iron dihydride cis-FeH2(dcpe)2 (1) has been synthesized (dcpe = 1,2-bis(dicyclohexylphosphino)ethane). It has been found to react with either 1,4-cyclohexadiene or tert-butylethylene in toluene to give the respected hydrogenated hydrocarbon and the zero valent species Fe(dcpe)(toluene) (2). When this reaction with acceptor olefins was performed in methylcyclohexane, transfer dehydrogenation was observed to give low-yields of iron-bound toluene in 2.

Authors:

Summerscales, Owen T. ^[1]; Scott, Brian Lindley ^[2]; Viswanathan, Hari S. ^[3];

^[1]

Los Alamos National Lab. (LANL), Los Alamos, NM (United States). Chemistry Division
Los Alamos National Lab. (LANL), Los Alamos, NM (United States). Materials Physics and Applications Division
Los Alamos National Lab. (LANL), Los Alamos, NM (United States). Earth and Environmental Science Division

Publication Date:: Wed Dec 02 00:00:00 EST 2015

Research Org.:: Los Alamos National Lab. (LANL), Los Alamos, NM (United States)

Sponsoring Org.:: USDOE Laboratory Directed Research and Development (LDRD) Program

OSTI Identifier:: 1337095

Alternate Identifier(s):: OSTI ID: 1396329

Report Number(s):: LA-UR-15-29334
Journal ID: ISSN 1387-7003

Grant/Contract Number:: AC52-06NA25396

Resource Type:: Accepted Manuscript

Journal Name:: Inorganic Chemistry Communications

Additional Journal Information:: Journal Volume: 63; Journal Issue: C; Journal ID: ISSN 1387-7003

Publisher:: Elsevier

Country of Publication:: United States

Language:: English

Subject:: 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; Iron; Catalyst; C–H activation

Citation Formats


                    Summerscales, Owen T., Scott, Brian Lindley, Viswanathan, Hari S., and Sutton, Andrew D. Synthesis and reactivity of cis-FeH2(dcpe)2 (dcpe=1,2-bis(dicyclohexylphosphino)ethane).  United States: N. p., 2015. 
Web.  doi:10.1016/j.inoche.2015.11.021.

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                    Summerscales, Owen T., Scott, Brian Lindley, Viswanathan, Hari S., & Sutton, Andrew D. Synthesis and reactivity of cis-FeH2(dcpe)2 (dcpe=1,2-bis(dicyclohexylphosphino)ethane).  United States.  https://doi.org/10.1016/j.inoche.2015.11.021

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                    Summerscales, Owen T., Scott, Brian Lindley, Viswanathan, Hari S., and Sutton, Andrew D. Wed .  
"Synthesis and reactivity of cis-FeH2(dcpe)2 (dcpe=1,2-bis(dicyclohexylphosphino)ethane)".  United States.  https://doi.org/10.1016/j.inoche.2015.11.021.  https://www.osti.gov/servlets/purl/1337095.

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@article{osti_1337095,

  title        = {Synthesis and reactivity of cis-FeH2(dcpe)2 (dcpe=1,2-bis(dicyclohexylphosphino)ethane)},

  author       = {Summerscales, Owen T. and Scott, Brian Lindley and Viswanathan, Hari S. and Sutton, Andrew D.},

  abstractNote = {For this work, a new six-coordinate iron dihydride cis-FeH2(dcpe)2 (1) has been synthesized (dcpe = 1,2-bis(dicyclohexylphosphino)ethane). It has been found to react with either 1,4-cyclohexadiene or tert-butylethylene in toluene to give the respected hydrogenated hydrocarbon and the zero valent species Fe(dcpe)(toluene) (2). When this reaction with acceptor olefins was performed in methylcyclohexane, transfer dehydrogenation was observed to give low-yields of iron-bound toluene in 2.},

  doi          = {10.1016/j.inoche.2015.11.021},

  journal      = {Inorganic Chemistry Communications},

  number       = C,

  volume       = 63,

  place        = {United States},

  year         = {Wed Dec 02 00:00:00 EST 2015},

  month        = {Wed Dec 02 00:00:00 EST 2015}

}

Copy to clipboard

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Works referencing / citing this record:

New Trends in Oxidative Functionalization of Carbon–Hydrogen Bonds: A Review
journal, March 2016

Shul’pin, Georgiy
Catalysts, Vol. 6, Issue 4
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Title: Synthesis and reactivity of cis-FeH2(dcpe)2 (dcpe=1,2-bis(dicyclohexylphosphino)ethane)

Abstract

Citation Formats

Activation of C−H Bonds by Metal Complexes journal, December 1997

Methane: a new frontier in organometallic chemistry journal, January 2012

Methane as raw material in synthetic chemistry: the final frontier journal, January 2013

Reaction of sp2 carbon-hydrogen bonds in unactivated alkenes with bis(diphosphine) complexes of iron journal, November 1986

Reaction of ethylene with a coordinatively unsaturated iron complex Fe(DEPE)2: sp2 carbon-hydrogen bond activation without prior formation of a .pi.-complex journal, November 1986

Reaction of carbon-hydrogen bonds in alkanes with bis(diphosphine) complexes of iron journal, April 1987

Methane activation by an iron phosphine complex in liquid xenon solution journal, January 1991

Activation of hydrocarbons by a ruthenium(II) (fluoroalkyl)phosphine hydride complex journal, February 1991

Bis(diphenylphosphino)ethane complexes of iron journal, December 1978

Reversible metalation of alkyl and aryl groups by a coordinately unsaturated iron complex journal, April 1986

Cyclometallation Reactions in the Fe(dprpe)2 System [dprpe = 1,2-Bis(dipropylphosphino)ethane]. journal, January 1999

Cationic low-spin bis[1,2-bis(dialkylphosphino)ethane]iron(II) complexes journal, January 1976

α-Diimine, Diamine, and Diphosphine Iron Catalysts for the Controlled Radical Polymerization of Styrene and Acrylate Monomers journal, October 2007

Iron(0) arene and iron(II) hydride complexes from the hydrogenation or thermolysis of high-spin iron(II) alkyls journal, January 1995

Synthesis and properties of bis(dialkylphosphino)ethane iron dihydrides journal, September 1990

Synthesis, structure and reactivity of an (η6-naphthalene)iron(0) complex having a 1,2-bis(dicyclohexylphosphino)ethane ligand journal, April 1998

The Reactions between Bis(styrene)bis(triphenylphosphine)ruthenium(0) and Cyclohexene; its Relevance to the Alkene Isomerisation Reaction and to the Catalytic Disproportionation of Cyclohexene. journal, January 1978

Reaction of olefins with palladium trifluoroacetate journal, May 1980

Dehydrogenation of alkanes to arenes by iridium complexes journal, April 1987

Iridium PCP pincer complexes: highly active and robust catalysts for novel homogeneous aliphatic dehydrogenations journal, January 1999

Iron Nanoparticles Catalyzing the Asymmetric Transfer Hydrogenation of Ketones journal, March 2012

Convenient Synthesis of Ruthenium(II) Dihydride Phosphine Complexes Ru(H) 2 (PP) 2 and Ru(H) 2 (PR 3 ) x ( x = 3 and 4) journal, December 1997

Dihydrogen and hydrido complexes via hydrogen addition to d6 five-co-ordinate complexes of ruthenium and osmium with 1,2-bis(dicyclohexylphosphino)ethane journal, January 1991

New Trends in Oxidative Functionalization of Carbon–Hydrogen Bonds: A Review journal, March 2016

Title: Synthesis and reactivity of cis-FeH₂(dcpe)₂ (dcpe=1,2-bis(dicyclohexylphosphino)ethane)

Activation of C−H Bonds by Metal Complexes
journal, December 1997

Methane: a new frontier in organometallic chemistry
journal, January 2012

Methane as raw material in synthetic chemistry: the final frontier
journal, January 2013

Reaction of sp2 carbon-hydrogen bonds in unactivated alkenes with bis(diphosphine) complexes of iron
journal, November 1986

Reaction of ethylene with a coordinatively unsaturated iron complex Fe(DEPE)2: sp2 carbon-hydrogen bond activation without prior formation of a .pi.-complex
journal, November 1986

Reaction of carbon-hydrogen bonds in alkanes with bis(diphosphine) complexes of iron
journal, April 1987

Methane activation by an iron phosphine complex in liquid xenon solution
journal, January 1991

Activation of hydrocarbons by a ruthenium(II) (fluoroalkyl)phosphine hydride complex
journal, February 1991

Bis(diphenylphosphino)ethane complexes of iron
journal, December 1978

Reversible metalation of alkyl and aryl groups by a coordinately unsaturated iron complex
journal, April 1986

Cyclometallation Reactions in the Fe(dprpe)2 System [dprpe = 1,2-Bis(dipropylphosphino)ethane].
journal, January 1999

Cationic low-spin bis[1,2-bis(dialkylphosphino)ethane]iron(II) complexes
journal, January 1976

α-Diimine, Diamine, and Diphosphine Iron Catalysts for the Controlled Radical Polymerization of Styrene and Acrylate Monomers
journal, October 2007

Iron(0) arene and iron(II) hydride complexes from the hydrogenation or thermolysis of high-spin iron(II) alkyls
journal, January 1995

Synthesis and properties of bis(dialkylphosphino)ethane iron dihydrides
journal, September 1990

Synthesis, structure and reactivity of an (η6-naphthalene)iron(0) complex having a 1,2-bis(dicyclohexylphosphino)ethane ligand
journal, April 1998

The Reactions between Bis(styrene)bis(triphenylphosphine)ruthenium(0) and Cyclohexene; its Relevance to the Alkene Isomerisation Reaction and to the Catalytic Disproportionation of Cyclohexene.
journal, January 1978

Reaction of olefins with palladium trifluoroacetate
journal, May 1980

Dehydrogenation of alkanes to arenes by iridium complexes
journal, April 1987

Iridium PCP pincer complexes: highly active and robust catalysts for novel homogeneous aliphatic dehydrogenations
journal, January 1999

Iron Nanoparticles Catalyzing the Asymmetric Transfer Hydrogenation of Ketones
journal, March 2012

Convenient Synthesis of Ruthenium(II) Dihydride Phosphine Complexes Ru(H) ₂ (PP) ₂ and Ru(H) ₂ (PR ₃ ) _x ( x = 3 and 4)
journal, December 1997

Dihydrogen and hydrido complexes via hydrogen addition to d6 five-co-ordinate complexes of ruthenium and osmium with 1,2-bis(dicyclohexylphosphino)ethane
journal, January 1991

New Trends in Oxidative Functionalization of Carbon–Hydrogen Bonds: A Review
journal, March 2016