Spectroscopic Evidence for a Monomeric Copper(I) Hydride and Crystallographic Characterization of a Monomeric Silver(I) Hydride

Romero, Erik A.; Olsen, Pauline M.; Jazzar, Rodolphe; Soleilhavoup, Michele; Gembicky, Milan; Bertrand, Guy

doi:10.1002/anie.201700858

Title: Spectroscopic Evidence for a Monomeric Copper(I) Hydride and Crystallographic Characterization of a Monomeric Silver(I) Hydride

Journal Article · Thu Mar 02 00:00:00 EST 2017 · Angewandte Chemie (International Edition)

DOI:https://doi.org/10.1002/anie.201700858· OSTI ID:1533099

Romero, Erik A. ^[1]; Olsen, Pauline M. ^[1]; Jazzar, Rodolphe ^[1]; Soleilhavoup, Michele ^[1]; Gembicky, Milan ^[2];

^[1]

Univ. of California, San Diego, La Jolla, CA (United States)
Univ. of California, San Diego, La Jolla, CA (United States). UCSD Crystallography Facility

Abstract (1,3‐bis[2,6‐bis[di(4‐tert‐butylphenyl)methyl]‐4‐methylphenyl]imidazol‐2‐ylidene)CuOPh [(IPr**)CuOPh] reacts with poly(methylhydrosiloxane) as the hydride donor to afford the monomeric (IPr**)CuH complex, which was spectroscopically characterized. The latter is in equilibrium in solution with [(IPr**)CuH] ₂ , the dimer being exclusively present in the solid state. These results support the hypothesis that copper hydride aggregates dissociate in solution. In contrast, addition of pinacolborane to [(IPr**)AgOPh] at −40 °C allows the isolation of the monomeric (IPr**)AgH complex, which was crystallographically characterized.

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Research Organization:: Univ. of California, San Diego, CA (United States)

Sponsoring Organization:: USDOE Office of Science (SC)

Grant/Contract Number:: SC0009376

OSTI ID:: 1533099

Alternate ID(s):: OSTI ID: 1401052

Journal Information:: Angewandte Chemie (International Edition), Vol. 56, Issue 14; ISSN 1433-7851

Publisher:: WileyCopyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 45 works

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References (66)

Carbene-stabilized main group radicals and radical ions Martin, Caleb D.; Soleilhavoup, Michele; Bertrand, Guy Chemical Science, Vol. 4, Issue 8 https://doi.org/10.1039/c3sc51174j	journal	January 2013
Catalyst-free dehydrocoupling of amines, alcohols, and thiols with pinacol borane and 9-borabicyclononane (9-BBN) Romero, Erik A.; Peltier, Jesse L.; Jazzar, Rodolphe Chemical Communications, Vol. 52, Issue 69 https://doi.org/10.1039/C6CC06096J	journal	January 2016
Catalytic Anti-Markovnikov Hydrobromination of Alkynes Uehling, Mycah R.; Rucker, Richard P.; Lalic, Gojko Journal of the American Chemical Society, Vol. 136, Issue 24 https://doi.org/10.1021/ja503944n	journal	June 2014
Ein thermisch stabiles Gold(III)-Hydrid: Synthese, Reaktivität und reduktive Kondensation als Weg zu Gold(II)-Komplexen Roşca, Dragoş-Adrian; Smith, Dan A.; Hughes, David L. Angewandte Chemie, Vol. 124, Issue 42 https://doi.org/10.1002/ange.201206468	journal	September 2012
Feuer und Eis: ein Gold(III)-monohydrid Hashmi, A. Stephen K. Angewandte Chemie, Vol. 124, Issue 52 https://doi.org/10.1002/ange.201208603	journal	November 2012
Gold Catalysis Hashmi, A. Stephen K.; Hutchings, Graham J. Angewandte Chemie International Edition, Vol. 45, Issue 47 https://doi.org/10.1002/anie.200602454	journal	December 2006
A Comparison of the Stability and Reactivity of Diamido‐ and Diaminocarbene Copper Alkoxide and Hydride Complexes Collins, Lee R.; Riddlestone, Ian M.; Mahon, Mary F. Chemistry – A European Journal, Vol. 21, Issue 40 https://doi.org/10.1002/chem.201502476	journal	August 2015
Synthesis, Structure, and Alkyne Reactivity of a Dimeric (Carbene)copper(I) Hydride Mankad, Neal P.; Laitar, David S.; Sadighi, Joseph P. Organometallics, Vol. 23, Issue 14, p. 3369-3371 https://doi.org/10.1021/om0496380	journal	July 2004
The Janus Face of the X Ligand in the Copper-Catalyzed Azide–Alkyne Cycloaddition Jin, Liqun; Romero, Erik A.; Melaimi, Mohand Journal of the American Chemical Society, Vol. 137, Issue 50 https://doi.org/10.1021/jacs.5b11028	journal	December 2015
Experimental and Computational Studies of the Copper Borate Complexes [(NHC)Cu(HBEt ₃ )] and [(NHC)Cu(HB(C ₆ F ₅ ) ₃ )] Collins, Lee R.; Rajabi, Nasir A.; Macgregor, Stuart A. Angewandte Chemie International Edition, Vol. 55, Issue 50 https://doi.org/10.1002/anie.201608081	journal	November 2016
Cyclic (Alkyl)(Amino)Carbenes (CAACs): Stable Carbenes on the Rise Soleilhavoup, Michèle; Bertrand, Guy Accounts of Chemical Research, Vol. 48, Issue 2 https://doi.org/10.1021/ar5003494	journal	December 2014
Cyclic Alkyl(amino) Carbene Stabilized Complexes with Low Coordinate Metals of Enduring Nature Roy, Sudipta; Mondal, Kartik Chandra; Roesky, Herbert W. Accounts of Chemical Research, Vol. 49, Issue 3 https://doi.org/10.1021/acs.accounts.5b00381	journal	February 2016
Stable Mono- and Dinuclear Organosilver Complexes Tate, Brandon K.; Jordan, Abraham J.; Bacsa, John Organometallics, Vol. 36, Issue 5 https://doi.org/10.1021/acs.organomet.6b00771	journal	December 2016
Intramolecular “Hydroiminiumation” of Alkenes: Application to the Synthesis of Conjugate Acids of Cyclic Alkyl Amino Carbenes (CAACs) Jazzar, Rodolphe; Dewhurst, Rian D.; Bourg, Jean-Baptiste Angewandte Chemie International Edition, Vol. 46, Issue 16 https://doi.org/10.1002/anie.200605083	journal	April 2007
Synthesis of a Simplified Version of Stable Bulky and Rigid Cyclic (Alkyl)(amino)carbenes, and Catalytic Activity of the Ensuing Gold(I) Complex in the Three-Component Preparation of 1,2-Dihydroquinoline Derivatives Zeng, Xiaoming; Frey, Guido D.; Kinjo, Rei Journal of the American Chemical Society, Vol. 131, Issue 24 https://doi.org/10.1021/ja902051m	journal	June 2009
CuH in a Bottle: A Convenient Reagent for Asymmetric Hydrosilylations Lipshutz, Bruce H.; Frieman, Bryan A. Angewandte Chemie, Vol. 117, Issue 39 https://doi.org/10.1002/ange.200500800	journal	October 2005
Stable Silver(I) Hydride Complexes Supported by Diselenophosphate Ligands Liu, C. W.; Chang, Hao-Wei; Sarkar, Bijay Inorganic Chemistry, Vol. 49, Issue 2 https://doi.org/10.1021/ic901408n	journal	January 2010
Stable Cyclic (Alkyl)(Amino)Carbenes as Rigid or Flexible, Bulky, Electron-Rich Ligands for Transition-Metal Catalysts: A Quaternary Carbon Atom Makes the Difference Lavallo, Vincent; Canac, Yves; Präsang, Carsten Angewandte Chemie International Edition, Vol. 44, Issue 35, p. 5705-5709 https://doi.org/10.1002/anie.200501841	journal	September 2005
A dinuclear silver hydride and an umpolung reaction of CO2 Tate, Brandon K.; Wyss, Chelsea M.; Bacsa, John Chemical Science, Vol. 4, Issue 8 https://doi.org/10.1039/c3sc50896j	journal	January 2013
Coinage Metal Hydrides: Synthesis, Characterization, and Reactivity Jordan, Abraham J.; Lalic, Gojko; Sadighi, Joseph P. Chemical Reviews, Vol. 116, Issue 15 https://doi.org/10.1021/acs.chemrev.6b00366	journal	June 2016
Facile Synthesis of Silver(I)−Carbene Complexes. Useful Carbene Transfer Agents Wang, Harrison M. J.; Lin, Ivan J. B. Organometallics, Vol. 17, Issue 5 https://doi.org/10.1021/om9709704	journal	March 1998
CuH-Catalyzed Reactions Deutsch, Carl; Krause, Norbert; Lipshutz, Bruce H. Chemical Reviews, Vol. 108, Issue 8 https://doi.org/10.1021/cr0684321	journal	August 2008
Hydrogen-carbon-13 spin-spin coupling in transition metal hydride complexes Whitesides, George M.; Maglio, G. Journal of the American Chemical Society, Vol. 91, Issue 18 https://doi.org/10.1021/ja01046a006	journal	August 1969
Preparation and crystallographic characterization of a hexameric triphenylphosphinecopper hydride cluster Bezman, Susan A.; Churchill, Melvyn R.; Osborn, John A. Journal of the American Chemical Society, Vol. 93, Issue 8 https://doi.org/10.1021/ja00737a045	journal	April 1971
Stable Cyclic (Alkyl)(Amino)Carbenes as Rigid or Flexible, Bulky, Electron-Rich Ligands for Transition-Metal Catalysts: A Quaternary Carbon Atom Makes the Difference Lavallo, Vincent; Canac, Yves; Präsang, Carsten Angewandte Chemie, Vol. 117, Issue 35 https://doi.org/10.1002/ange.200501841	journal	September 2005
Nucleophilic T-Shaped (LXL)Au(I)-Pincer Complexes: Protonation and Alkylation Kleinhans, George; Hansmann, Max M.; Guisado-Barrios, Gregorio Journal of the American Chemical Society, Vol. 138, Issue 49 https://doi.org/10.1021/jacs.6b11359	journal	December 2016
Experimental and Computational Studies of the Copper Borate Complexes [(NHC)Cu(HBEt ₃ )] and [(NHC)Cu(HB(C ₆ F ₅ ) ₃ )] Collins, Lee R.; Rajabi, Nasir A.; Macgregor, Stuart A. Angewandte Chemie, Vol. 128, Issue 50 https://doi.org/10.1002/ange.201608081	journal	November 2016
Synthesis and Reactivity of New Copper(I) Hydride Dimers Jordan, Abraham J.; Wyss, Chelsea M.; Bacsa, John Organometallics, Vol. 35, Issue 5 https://doi.org/10.1021/acs.organomet.6b00025	journal	February 2016
Bonding and Reactivity of a μ-Hydrido Dicopper Cation Wyss, Chelsea M.; Tate, Brandon K.; Bacsa, John Angewandte Chemie, Vol. 125, Issue 49 https://doi.org/10.1002/ange.201306736	journal	October 2013
Singlet (Phosphino)phosphinidenes are Electrophilic Hansmann, Max M.; Jazzar, Rodolphe; Bertrand, Guy Journal of the American Chemical Society, Vol. 138, Issue 27 https://doi.org/10.1021/jacs.6b04232	journal	June 2016
Generalization of the Copper to Late-Transition-Metal Transmetallation to Carbenes beyond N-Heterocyclic Carbenes Bidal, Yannick D.; Santoro, Orlando; Melaimi, Mohand Chemistry - A European Journal, Vol. 22, Issue 27 https://doi.org/10.1002/chem.201601254	journal	May 2016
Intramolecular “Hydroiminiumation and -amidiniumation” of Alkenes: A Convenient, Flexible, and Scalable Route to Cyclic Iminium and Imidazolinium Salts Jazzar, Rodolphe; Bourg, Jean-Baptiste; Dewhurst, Rian D. The Journal of Organic Chemistry, Vol. 72, Issue 9 https://doi.org/10.1021/jo0703909	journal	April 2007
Copper(I) carbene hydride complexes acting both as reducing agent and precursor for Cu ALD: a study through density functional theory Dey, Gangotri; Elliott, Simon D. Theoretical Chemistry Accounts, Vol. 133, Issue 1 https://doi.org/10.1007/s00214-013-1416-y	journal	November 2013
A Singlet Phosphinidene Stable at Room Temperature Liu, Liu; Ruiz, David A.; Munz, Dominik Chem, Vol. 1, Issue 1 https://doi.org/10.1016/j.chempr.2016.04.001	journal	July 2016
Reactions of a Stable Monomeric Gold(I) Hydride Complex Tsui, Emily Y.; Müller, Peter; Sadighi, Joseph P. Angewandte Chemie, Vol. 120, Issue 46 https://doi.org/10.1002/ange.200803842	journal	November 2008
Copper-catalyzed dehydrogenative borylation of terminal alkynes with pinacolborane Romero, Erik A.; Jazzar, Rodolphe; Bertrand, Guy Chemical Science, Vol. 8, Issue 1 https://doi.org/10.1039/C6SC02668K	journal	January 2017
Stable Carbenes: From ‘Laboratory Curiosities' to Catalysis Mainstays Rovis, Tomislav; Nolan, Steven Synlett, Vol. 24, Issue 10 https://doi.org/10.1055/s-0033-1339192	journal	June 2013
Ancillary ligand-free copper catalysed hydrohydrazination of terminal alkynes with NH ₂ NH ₂ Peltier, Jesse L.; Jazzar, Rodolphe; Melaimi, Mohand Chemical Communications, Vol. 52, Issue 13 https://doi.org/10.1039/C5CC10427K	journal	January 2016
Carbenes Introduction Arduengo, Anthony J.; Bertrand, Guy Chemical Reviews, Vol. 109, Issue 8 https://doi.org/10.1021/cr900241h	journal	August 2009
NHC–copper hydrides as chemoselective reducing agents: catalytic reduction of alkynes, alkyl triflates, and alkyl halides Cox, Nick; Dang, Hester; Whittaker, Aaron M. Tetrahedron, Vol. 70, Issue 27-28 https://doi.org/10.1016/j.tet.2014.04.004	journal	July 2014
Stable singlet carbenes as mimics for transition metal centers Martin, David; Soleilhavoup, Michele; Bertrand, Guy Chem. Sci., Vol. 2, Issue 3 https://doi.org/10.1039/C0SC00388C	journal	January 2011
Isolation of bis(copper) key intermediates in Cu-catalyzed azide-alkyne “click reaction” Jin, Liqun; Tolentino, Daniel R.; Melaimi, Mohand Science Advances, Vol. 1, Issue 5 https://doi.org/10.1126/sciadv.1500304	journal	June 2015
Synthesis of a Room-Temperature-Stable Dimeric Copper(I) Hydride Frey, Guido D.; Donnadieu, Bruno; Soleilhavoup, Michele Chemistry - An Asian Journal, Vol. 6, Issue 2 https://doi.org/10.1002/asia.201000576	journal	October 2010
Selective hydride-mediated conjugate reduction of .alpha.,.beta.-unsaturated carbonyl compounds using [(Ph3P)CuH]6 Mahoney, Wayne S.; Brestensky, Donna M.; Stryker, Jeffrey M. Journal of the American Chemical Society, Vol. 110, Issue 1 https://doi.org/10.1021/ja00209a048	journal	January 1988
A Thermally Stable Gold(III) Hydride: Synthesis, Reactivity, and Reductive Condensation as a Route to Gold(II) Complexes Roşca, Dragoş-Adrian; Smith, Dan A.; Hughes, David L. Angewandte Chemie International Edition, Vol. 51, Issue 42 https://doi.org/10.1002/anie.201206468	journal	September 2012
Fire and Ice: A Gold(III) Monohydride Hashmi, A. Stephen K. Angewandte Chemie International Edition, Vol. 51, Issue 52 https://doi.org/10.1002/anie.201208603	journal	November 2012
(CAAC)CuX-catalyzed hydroboration of terminal alkynes with pinacolborane directed by the X-ligand Romero, Erik A.; Jazzar, Rodolphe; Bertrand, Guy Journal of Organometallic Chemistry, Vol. 829 https://doi.org/10.1016/j.jorganchem.2016.09.025	journal	February 2017
Bonding and Reactivity of a μ-Hydrido Dicopper Cation Wyss, Chelsea M.; Tate, Brandon K.; Bacsa, John Angewandte Chemie International Edition, Vol. 52, Issue 49 https://doi.org/10.1002/anie.201306736	journal	October 2013
Lewis-base adducts of Group 11 metal(I) compounds. 49. Structural characterization of hexameric and pentameric (triphenylphosphine)copper(I) hydrides Albert, Candiera F.; Healy, Peter C.; Kildea, John D. Inorganic Chemistry, Vol. 28, Issue 7 https://doi.org/10.1021/ic00306a019	journal	April 1989
Development of N-Heterocyclic Carbene–Copper Complexes for 1,3-Halogen Migration Schmid, Steven C.; Van Hoveln, Ryan; Rigoli, Jared W. Organometallics, Vol. 34, Issue 16 https://doi.org/10.1021/acs.organomet.5b00629	journal	August 2015
Intramolecular “Hydroiminiumation” of Alkenes: Application to the Synthesis of Conjugate Acids of Cyclic Alkyl Amino Carbenes (CAACs) Jazzar, Rodolphe; Dewhurst, Rian D.; Bourg, Jean-Baptiste Angewandte Chemie, Vol. 119, Issue 16 https://doi.org/10.1002/ange.200605083	journal	April 2007
Kupfer- und Silber-Carbenkomplexe ohne Heteroatom-Stabilisierung: Struktur, Spektroskopie und relativistische Effekte Hussong, Matthias W.; Hoffmeister, Wilhelm T.; Rominger, Frank Angewandte Chemie, Vol. 127, Issue 35 https://doi.org/10.1002/ange.201504117	journal	July 2015
Reactions of a Stable Monomeric Gold(I) Hydride Complex Tsui, Emily Y.; Müller, Peter; Sadighi, Joseph P. Angewandte Chemie International Edition, Vol. 47, Issue 46 https://doi.org/10.1002/anie.200803842	journal	November 2008
Mechanistic Insight into the (NHC)copper(I)-Catalyzed Hydrosilylation of Ketones Vergote, Thomas; Nahra, Fady; Merschaert, Alain Organometallics, Vol. 33, Issue 8 https://doi.org/10.1021/om401097q	journal	April 2014
Isolation of Neutral Mononuclear Copper Complexes Stabilized by Two Cyclic (Alkyl)(amino)carbenes Weinberger, David S.; Amin SK, Nurul; Mondal, Kartik Chandra Journal of the American Chemical Society, Vol. 136, Issue 17 https://doi.org/10.1021/ja502521b	journal	April 2014
Copper(I) Complexes Bearing Carbenes Beyond Classical N-Heterocyclic Carbenes: Synthesis and Catalytic Activity in “Click Chemistry” Bidal, Yannick D.; Lesieur, Mathieu; Melaimi, Mohand Advanced Synthesis & Catalysis, Vol. 357, Issue 14-15 https://doi.org/10.1002/adsc.201500453	journal	October 2015
Preparation and application of N-heterocyclic carbene complexes of Ag(I) Lin, Ivan J. B.; Vasam, Chandra Sekhar Coordination Chemistry Reviews, Vol. 251, Issue 5-6 https://doi.org/10.1016/j.ccr.2006.09.004	journal	March 2007
Gold-Katalyse Hashmi, A. Stephen K.; Hutchings, Graham J. Angewandte Chemie, Vol. 118, Issue 47 https://doi.org/10.1002/ange.200602454	journal	December 2006
A copper-(.mu.2-hydrogen) bond can be stronger than an intramolecular phosphorus .fwdarw. copper bond. Synthesis and structure of di-.mu.-hydridobis[.eta.2-1,1,1-tris(diphenylphosphinomethyl)ethane]dicopper Goeden, Gary V.; Huffman, John C.; Caulton, Kenneth G. Inorganic Chemistry, Vol. 25, Issue 15 https://doi.org/10.1021/ic00235a002	journal	July 1986
Copper and Silver Carbene Complexes without Heteroatom-Stabilization: Structure, Spectroscopy, and Relativistic Effects Hussong, Matthias W.; Hoffmeister, Wilhelm T.; Rominger, Frank Angewandte Chemie International Edition, Vol. 54, Issue 35 https://doi.org/10.1002/anie.201504117	journal	July 2015
CuH in a Bottle: A Convenient Reagent for Asymmetric Hydrosilylations Lipshutz, Bruce H.; Frieman, Bryan A. Angewandte Chemie International Edition, Vol. 44, Issue 39 https://doi.org/10.1002/anie.200500800	journal	October 2005
Synthesis of an extremely sterically shielding N-heterocyclic carbene ligand Weber, Simone G.; Loos, Christian; Rominger, Frank Arkivoc, Vol. 2012, Issue 3 https://doi.org/10.3998/ark.5550190.0013.317	journal	January 2012
Gold Catalysis Hashmi, A. Stephen K.; Hutchings, Graham J. ChemInform, Vol. 38, Issue 12 https://doi.org/10.1002/chin.200712245	journal	March 2007
Intramolecular “Hydroiminiumation” of Alkenes: Application to the Synthesis of Conjugate Acids of Cyclic Alkyl Amino Carbenes (CAACs). Jazzar, Rodolphe; Dewhurst, Rian D.; Bourg, Jean-Baptiste ChemInform, Vol. 38, Issue 32 https://doi.org/10.1002/chin.200732118	journal	August 2007
CuH in a Bottle: A Convenient Reagent for Asymmetric Hydrosilylations Lipshutz, B.; Frieman, B. Synfacts, Vol. 2006, Issue 01 https://doi.org/10.1055/s-2005-921738	journal	December 2005
CuH in a Bottle: A Convenient Reagent for Asymmetric Hydrosilylations. Lipshutz, Bruce H.; Frieman, Bryan A. ChemInform, Vol. 37, Issue 5 https://doi.org/10.1002/chin.200605027	journal	January 2006

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