Polymerization of Phenylacetylenes Using Rhodium Catalysts Coordinated by Norbornadiene Linked to a Phosphino or Amino Group

DOI Web Site Research Data 5 Citations 46 References
  • Naoya Onishi
    Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Katsura Campus, Nishikyo-ku, Kyoto 615-8510, Japan
  • Masashi Shiotsuki
    Molecular Engineering Institute, Kinki University, Kayanomori, Iizuka, Fukuoka 820-8555, Japan
  • Toshio Masuda
    Department of Environmental and Biological Chemistry, Faculty of Engineering, Fukui University of Technology, 3-6-1 Gakuen, Fukui 910-8505, Japan
  • Natsuhiro Sano
    R&D Division, Nippon Chemical Industrial Co., Ltd., 11-1, 9-Chome, Kameido, Koto-ku, Tokyo 136-8515 , Japan
  • Fumio Sanda
    Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Katsura Campus, Nishikyo-ku, Kyoto 615-8510, Japan

Bibliographic Information

Published
2013-01-24
Resource Type
journal article
DOI
  • 10.1021/om301147n
Publisher
American Chemical Society (ACS)

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Description

The novel rhodium (Rh) catalysts [{nbd-(CH2)4-X}RhR] (1, X = PPh2, R = Cl; 2, X = NPh2, R = Cl; 3, X = PPh2, R = triphenylvinyl; nbd = 2,5-norbornadiene) were synthesized, and their catalytic activities were examined for the polymerization of phenylacetylene (PA) and its derivatives. Rh-103 NMR spectroscopy together with DFT calculations (B3LYP/6-31G*-LANL2DZ) indicated that catalyst 1 exists in a mononuclear 16-electron state, while 2 exists in dinuclear states. Catalyst 1 converted PA less than 1% in the absence of triethylamine (Et3N). Addition of Et3N and extension of the polymerization time enhanced the monomer conversion. On the other hand, catalysts 2 and 3 quantitatively converted PA in the absence of Et3N to afford the polymer in good yields. Catalyst 3 achieved two-stage polymerization of PA.

Journal

  • Organometallics

    Organometallics 32 (3), 846-853, 2013-01-24

    American Chemical Society (ACS)

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