Carbon-halide oxidative addition and carbon-carbon reductive elimination at a (PNP)Rh center

被引:112
作者
Gatard, S [1 ]
Çelenligil-Çetin, R [1 ]
Guo, CY [1 ]
Foxman, BM [1 ]
Ozerov, OV [1 ]
机构
[1] Brandeis Univ, Dept Chem, Waltham, MA 02454 USA
关键词
D O I
10.1021/ja057948j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An unsaturated (PNP)Rh fragment can be generated by means of C-C reductive elimination from (PNP)Rh(Me)(Ar) or (PNP)Rh(Ar)(Ar). This fragment undergoes carbon-halogen oxidative addition with aryl chlorides, bromides, and iodides at room temperature. The C-H oxidative addition products in reactions with haloarenes are not observed, and evidence is presented that carbon-halogen oxidative addition is thermodynamically preferred. C-C reductive elimination from (PNP)Rh(Me)(Ar) and (PNP)Rh(Ar)(Ar) proceeds near quantitatively as a clean, first-order reaction. Copyright © 2006 American Chemical Society.
引用
收藏
页码:2808 / 2809
页数:2
相关论文
共 50 条
  • [31] Formation of platinum-stilbazole complexes:: Aryl-halide oxidative addition vs η2-coordination of a carbon-carbon doublebond
    van der Boom, ME
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 230 : U2266 - U2266
  • [32] INOR 379-Oxidative addition at a (PNP)Rh center
    Gatard, Sylvain
    Puri, Mayank
    Chen, Chun-Hsing
    Foxman, Bruce M.
    Ozerov, Oleg V.
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 234
  • [33] Four-center carbon-carbon bonding
    Miller, Joel S.
    Novoa, Juan J.
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2007, 40 (03) : 189 - 196
  • [34] Carbon-hydrogen vs. carbon-heteroatom oxidative addition in the (PNP) Ir system
    Ozerov, Oleg V.
    Fan, Lei
    Parkin, Sean
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2006, 231
  • [35] Reductive Synthesis of Aminal Radicals for Carbon-Carbon Bond Formation
    Schiedler, David A.
    Lu, Yi
    Beaudry, Christopher M.
    [J]. ORGANIC LETTERS, 2014, 16 (04) : 1160 - 1163
  • [36] CARBON-CARBON BOND FORMATION VIA REDUCTIVE COUPLING OF NITRILES
    DOXSEE, KM
    FARAHI, JB
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1988, 196 : 160 - ORGN
  • [37] Combined experimental and computational studies on carbon-carbon reductive elimination from bis(hydrocarbyl) complexes of (PCP)Ir
    Ghosh, Rajshekhar
    Emge, Thomas J.
    Krogh-Jespersen, Karsten
    Goldman, Alan S.
    [J]. Journal of the American Chemical Society, 2008, 130 (34): : 11317 - 11327
  • [38] Combined experimental and computational studies on carbon-carbon reductive elimination from bis(hydrocarbyl) complexes of (PCP)Ir
    Ghosh, Rajshekhar
    Emge, Thomas J.
    Krogh-Jespersen, Karsten
    Goldman, Alan S.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (34) : 11317 - 11327
  • [39] Carbon-Carbon Reductive Elimination from Homoleptic Uranium(IV) Alkyls Induced by Redox-Active Ligands
    Kraft, Steven J.
    Fanwick, Phillip E.
    Bart, Suzanne C.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (14) : 6160 - 6168
  • [40] Addition of a Stable Dialkylsilylene to Carbon-Carbon Unsaturated Bonds
    Ishida, Shintaro
    Iwamoto, Takeaki
    Kira, Mitsuo
    [J]. HETEROATOM CHEMISTRY, 2011, 22 (3-4) : 432 - 437