[(MeCN)3Co(C2F5)3]: A Versatile Precursor to Cobalt(III) Perfluoroethyl Complexes

Shreiber, Scott T.; Scudder, John J.; Vicic, David A.

doi:10.1021/acs.organomet.9b00424

Title: [(MeCN)₃Co(C₂F₅)₃]: A Versatile Precursor to Cobalt(III) Perfluoroethyl Complexes

Journal Article · 07 August 2019 · Organometallics

DOI: https://doi.org/10.1021/acs.organomet.9b00424 · OSTI ID:1593849

^[1]; Scudder, John J. ^[2];

^[2]

Lehigh Univ., Bethlehem, PA (United States); Lehigh University
Lehigh Univ., Bethlehem, PA (United States)

The air-stable [fac-(MeCN)₃Co(C₂F₅)₃] (1) was prepared through the reaction of cobalt(II) bromide with [Me₃Si-C₂F₅] and AgF. Upon reaction of 1 with wet pyridine, the unexpected product [fac-(H₂O)₃Co(C₂F₅)₃·6 pyridine] (2) was formed in which water coordinates to cobalt instead of pyridine, and the pyridines form short contacts with each of the hydrogen atoms in the bound water molecules. Facile exchange of the bound acetonitrile ligands in 1 with terpyridine (tpy) and bipyridine (bpy) did occur, however, affording [(tpy)Co(C₂F₅)₃] (5) and [(bpy)Co(C₂F₅)₃(MeCN)] (6) in high yields.

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Research Organization:: Lehigh Univ., Bethlehem, PA (United States)

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

Grant/Contract Number:: SC0009363

OSTI ID:: 1593849

Journal Information:: Organometallics, Journal Name: Organometallics Journal Issue: 16 Vol. 38; ISSN 0276-7333

Publisher:: American Chemical SocietyCopyright Statement

Country of Publication:: United States

Language:: English

References (19)

Progress in Difluoroalkylation of Organic Substrates by Visible Light Photoredox Catalysis Lemos, Agostinho; Lemaire, Christian; Luxen, André Advanced Synthesis & Catalysis, Vol. 361, Issue 7 https://doi.org/10.1002/adsc.201801121	journal	January 2019
Photoinduced Cobalt(III)−Trifluoromethyl Bond Activation Enables Arene C−H Trifluoromethylation Harris, Caleb F.; Kuehner, Christopher S.; Bacsa, John Angewandte Chemie International Edition, Vol. 57, Issue 5 https://doi.org/10.1002/anie.201711693	journal	January 2018
Highly Trifluoromethylated Platinum Compounds Martínez-Salvador, Sonia; Forniés, Juan; Martín, Antonio Chemistry - A European Journal, Vol. 17, Issue 29 https://doi.org/10.1002/chem.201100626	journal	June 2011
NMR spectra of molecules containing CF2 groups2 Harris, R. K.; Woodman, C. M. Journal of Molecular Spectroscopy, Vol. 26, Issue 4 https://doi.org/10.1016/S0022-2852(68)80057-8	journal	August 1968
Vicinal fluorine–fluorine coupling constants in perfluoropropyl groups Newmark, Richard A. Journal of Fluorine Chemistry, Vol. 130, Issue 4 https://doi.org/10.1016/j.jfluchem.2009.01.005	journal	April 2009
Transition-Metal (Cu, Pd, Ni)-Catalyzed Difluoroalkylation via Cross-Coupling with Difluoroalkyl Halides Feng, Zhang; Xiao, Yu-Lan; Zhang, Xingang Accounts of Chemical Research, Vol. 51, Issue 9 https://doi.org/10.1021/acs.accounts.8b00230	journal	August 2018
Tetracarbonyl(trifluoromethyl)cobalt(I) [Co(CO) ₄ (CF ₃ )] as a Precursor to New Cobalt Trifluoromethyl and Difluorocarbene Complexes Harrison, Daniel J.; Daniels, Alex L.; Korobkov, Ilia Organometallics, Vol. 34, Issue 18 https://doi.org/10.1021/acs.organomet.5b00674	journal	June 2015
Perfluoroalkyl Cobaloximes: Preparation Using Hypervalent Iodine Reagents, Molecular Structures, Thermal and Photochemical Reactivity Liebing, Phil; Oehler, Florian; Wagner, Mona Organometallics, Vol. 37, Issue 4 https://doi.org/10.1021/acs.organomet.7b00892	journal	February 2018
Radical Fluoroalkylation Reactions Barata-Vallejo, Sebastián; Cooke, Maria Victoria; Postigo, Al ACS Catalysis, Vol. 8, Issue 8 https://doi.org/10.1021/acscatal.8b02066	journal	June 2018
Cobalt Fluorocarbenes: Cycloaddition Reactions with Tetrafluoroethylene and Reactivity of the Perfluorometallacyclic Products Harrison, Daniel J.; Lee, Graham M.; Leclerc, Matthew C. Journal of the American Chemical Society, Vol. 135, Issue 49 https://doi.org/10.1021/ja411503c	journal	November 2013
Perfluoroalkyl Cobalt(III) Fluoride and Bis(perfluoroalkyl) Complexes: Catalytic Fluorination and Selective Difluorocarbene Formation Leclerc, Matthew C.; Bayne, Julia M.; Lee, Graham M. Journal of the American Chemical Society, Vol. 137, Issue 51 https://doi.org/10.1021/jacs.5b12003	journal	December 2015
Cobalt Fluorocarbene Complexes Harrison, Daniel J.; Gorelsky, Serge I.; Lee, Graham M. Organometallics, Vol. 32, Issue 1 https://doi.org/10.1021/om3010959	journal	December 2012
Universal spectrochemical series of six-coordinate octahedral metal complexes for modifying the ligand field splitting Ishii, Tomohiko; Tsuboi, Shino; Sakane, Genta Dalton Trans., Issue 4 https://doi.org/10.1039/B810590A	journal	January 2009
Stepwise addition of difluorocarbene to a transition metal centre Lee, Graham M.; Harrison, Daniel J.; Korobkov, Ilia Chem. Commun., Vol. 50, Issue 9 https://doi.org/10.1039/C3CC48468H	journal	January 2014
Accessing perfluoroalkyl nickel( ii ), ( iii ), and ( iv ) complexes bearing a readily attached [C ₄ F ₈ ] ligand Yu, S.; Dudkina, Y.; Wang, H. Dalton Transactions, Vol. 44, Issue 45 https://doi.org/10.1039/C5DT01771H	journal	January 2015
The unique fluorine effects in organic reactions: recent facts and insights into fluoroalkylations Ni, Chuanfa; Hu, Jinbo Chemical Society Reviews, Vol. 45, Issue 20 https://doi.org/10.1039/C6CS00351F	journal	January 2016
Organometallic Aspects of Fluoroalkylation Reactions with Copper and Nickel Wang, Huan; Vicic, David Synlett, Vol. 24, Issue 15 https://doi.org/10.1055/s-0033-1339435	journal	August 2013
Fluorine Coupling in Hexafluoroethane Graves, R. E.; Newmark, R. A. The Journal of Chemical Physics, Vol. 47, Issue 9 https://doi.org/10.1063/1.1712450	journal	November 1967
A Quantitative Scale of the Spectrochemical Series for the Mixed Ligand Complexes of d ⁶ Metals Shimura, Yoichi Bulletin of the Chemical Society of Japan, Vol. 61, Issue 3 https://doi.org/10.1246/bcsj.61.693	journal	March 1988

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CCDC 1936218: Experimental Crystal Structure Determination T., Shreiber, Scott; J., Scudder, John; A., Vicic, David https://doi.org/10.5517/ccdc.csd.cc22zsnj The current record is supplemented by this dataset	dataset	January 2019
CCDC 1936219: Experimental Crystal Structure Determination T., Shreiber, Scott; J., Scudder, John; A., Vicic, David https://doi.org/10.5517/ccdc.csd.cc22zspk The current record is supplemented by this dataset	dataset	January 2019
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Title: [(MeCN)3Co(C2F5)3]: A Versatile Precursor to Cobalt(III) Perfluoroethyl Complexes

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References (19)

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Title: [(MeCN)₃Co(C₂F₅)₃]: A Versatile Precursor to Cobalt(III) Perfluoroethyl Complexes