About: Structural and spectroscopic characteristics of [Ni{(Ph2P)(2)N-S-CHMePh-P,P ''}X-2], X = Cl, Br: Catalytic activity and selectivity in Kumada and Suzuki-Miyaura coupling reactions     Goto   Sponge   NotDistinct   Permalink

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Description
  • The [Ni{(Ph2P)(2)N-S-CHMePh-P,P'}Br-2] complex was prepared by a ligand-exchange reaction between [Ni(dme)Br-2] (dme is 1,2-dimethoxyethane) and the P-N-P ligand (Ph2P)(2)N(S-CHMePh). X-ray crystallography revealed a square planar NiP2Br2 coordination sphere, i.e., the presence of a four-membered Ni-P-N-P ring. The same structural features with nearly equal values of the X-Ni-X, P-Ni-P and P-N-P angles have been earlier revealed for the isomorphous [M{(Ph2P)(2)N-S-CHMePh-P,P'}Cl-2], M = Ni, Pd, complexes. The structure of the above complexes significantly differs from that of [Ni(dppp)Cl-2] (dppp is 1,3-bis{diphenylphosphine} propane). This NiP2Cl2-type complex comprises a six-membered Ni-P-C-C-C-P ring, with significantly larger P-Ni-P and much smaller Cl-Ni-Cl angles. The H-1 and P-31 NMR properties of [Ni{(Ph2P)(2)N-S-CHMePh-P,P'}Br-2] are consistent with its crystal structure. The [Ni{(Ph2P)(2)N-S-CHMePh-P,P'}X-2] complexes were tested as catalysts in Kumada and Suzuki-Miyaura coupling reactions, and their reactivity was compared with that of [Ni(dppp)Cl-2]. The differences observed in their catalytic efficiency are discussed with regards to their structural characteristics. (C) 2012 Elsevier B. V. All rights reserved.
  • The [Ni{(Ph2P)(2)N-S-CHMePh-P,P'}Br-2] complex was prepared by a ligand-exchange reaction between [Ni(dme)Br-2] (dme is 1,2-dimethoxyethane) and the P-N-P ligand (Ph2P)(2)N(S-CHMePh). X-ray crystallography revealed a square planar NiP2Br2 coordination sphere, i.e., the presence of a four-membered Ni-P-N-P ring. The same structural features with nearly equal values of the X-Ni-X, P-Ni-P and P-N-P angles have been earlier revealed for the isomorphous [M{(Ph2P)(2)N-S-CHMePh-P,P'}Cl-2], M = Ni, Pd, complexes. The structure of the above complexes significantly differs from that of [Ni(dppp)Cl-2] (dppp is 1,3-bis{diphenylphosphine} propane). This NiP2Cl2-type complex comprises a six-membered Ni-P-C-C-C-P ring, with significantly larger P-Ni-P and much smaller Cl-Ni-Cl angles. The H-1 and P-31 NMR properties of [Ni{(Ph2P)(2)N-S-CHMePh-P,P'}Br-2] are consistent with its crystal structure. The [Ni{(Ph2P)(2)N-S-CHMePh-P,P'}X-2] complexes were tested as catalysts in Kumada and Suzuki-Miyaura coupling reactions, and their reactivity was compared with that of [Ni(dppp)Cl-2]. The differences observed in their catalytic efficiency are discussed with regards to their structural characteristics. (C) 2012 Elsevier B. V. All rights reserved. (en)
Title
  • Structural and spectroscopic characteristics of [Ni{(Ph2P)(2)N-S-CHMePh-P,P ''}X-2], X = Cl, Br: Catalytic activity and selectivity in Kumada and Suzuki-Miyaura coupling reactions
  • Structural and spectroscopic characteristics of [Ni{(Ph2P)(2)N-S-CHMePh-P,P ''}X-2], X = Cl, Br: Catalytic activity and selectivity in Kumada and Suzuki-Miyaura coupling reactions (en)
skos:prefLabel
  • Structural and spectroscopic characteristics of [Ni{(Ph2P)(2)N-S-CHMePh-P,P ''}X-2], X = Cl, Br: Catalytic activity and selectivity in Kumada and Suzuki-Miyaura coupling reactions
  • Structural and spectroscopic characteristics of [Ni{(Ph2P)(2)N-S-CHMePh-P,P ''}X-2], X = Cl, Br: Catalytic activity and selectivity in Kumada and Suzuki-Miyaura coupling reactions (en)
skos:notation
  • RIV/00216208:11310/12:10120356!RIV13-GA0-11310___
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • I, P(GA104/09/1435), Z(MSM0021620857)
http://linked.open...iv/cisloPeriodika
  • 30 May 2012
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 171804
http://linked.open...ai/riv/idVysledku
  • RIV/00216208:11310/12:10120356
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • Suzuki-Miyaura coupling; Kumada coupling; Homogeneous catalysis; X-ray crystallography; P-N-P ligand; Nickel complex (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • US - Spojené státy americké
http://linked.open...ontrolniKodProRIV
  • [9A49DCB71F39]
http://linked.open...i/riv/nazevZdroje
  • Inorganica Chimica Acta
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...vavai/riv/projekt
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 387
http://linked.open...iv/tvurceVysledku
  • Svoboda, Jan
  • Vohlídal, Jiří
  • Kyritsis, Panayotis
  • Plaček, Martin
  • Psycharis, Vassilis
  • Stamatopoulos, Ioannis
  • Terzis, Aris
http://linked.open...ain/vavai/riv/wos
  • 000303325800053
http://linked.open...n/vavai/riv/zamer
issn
  • 0020-1693
number of pages
http://bibframe.org/vocab/doi
  • 10.1016/j.ica.2012.02.033
http://localhost/t...ganizacniJednotka
  • 11310
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