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Volumn 42, Issue 1, 2013, Pages 45-47

Polyarylene synthesis by cross-coupling with HOMSi reagents

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EID: 84871773158     PISSN: 03667022     EISSN: 13480715     Source Type: Journal    
DOI: 10.1246/cl.2013.45     Document Type: Article
Times cited : (16)

References (36)
  • 10
    • 29044444089 scopus 로고    scopus 로고
    • For reports on other coupling polymerization reactions, see
    • For reports on other coupling polymerization reactions, see: R. Miyakoshi, A. Yokoyama, T. Yokozawa, J. Am. Chem. Soc. 2005, 127, 17542.
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 17542
    • Miyakoshi, R.1    Yokoyama, A.2    Yokozawa, T.3
  • 17
    • 84871763466 scopus 로고    scopus 로고
    • Polymer synthesis by the SuzukiMiyaura cross-coupling reaction is accompanied by formation of boronic acids, which tend to precipitate in organic phase and hamper the formation of high-molecular-weight polymers. Thus polymer synthesis by this cross-coupling reaction is carried out often in an organicaqueous biphase system to let boronic acid residue move to aqueous phase. However, the presence of water often is apt to trigger protodeborylation. In sharp contrast, HOMSi-based cross-coupling reaction coproduces cyclic silyl ether 4 which acts like an organic solvent, and water cosolvent is not necessary. Therefore, HOMSi-based cross-coupling reaction is free of salt precipitation and protodesilylation
    • Polymer synthesis by the SuzukiMiyaura cross-coupling reaction is accompanied by formation of boronic acids, which tend to precipitate in organic phase and hamper the formation of high-molecular-weight polymers. Thus polymer synthesis by this cross-coupling reaction is carried out often in an organicaqueous biphase system to let boronic acid residue move to aqueous phase. However, the presence of water often is apt to trigger protodeborylation. In sharp contrast, HOMSi-based cross-coupling reaction coproduces cyclic silyl ether 4 which acts like an organic solvent, and water cosolvent is not necessary. Therefore, HOMSi-based cross-coupling reaction is free of salt precipitation and protodesilylation.
  • 29
    • 17744384723 scopus 로고    scopus 로고
    • For reports on cross-coupling reactions of diharoarenes with arylboron reagents, see
    • For reports on cross-coupling reactions of diharoarenes with arylboron reagents, see: D. J. Sinclair, M. S. Sherburn, J. Org. Chem. 2005, 70, 3730.
    • (2005) J. Org. Chem. , vol.70 , pp. 3730
    • Sinclair, D.J.1    Sherburn, M.S.2
  • 32
    • 84871738622 scopus 로고    scopus 로고
    • In order to dissolve 4,7-dibromobenzothiadiazole, the reaction was carried out at 85 °C
    • In order to dissolve 4,7-dibromobenzothiadiazole, the reaction was carried out at 85 °C.
  • 36
    • 84871767929 scopus 로고    scopus 로고
    • Supporting Information is available electronically on the CSJ-Journal Web site
    • Supporting Information is available electronically on the CSJ-Journal Web site, http://www.csj.jp/journals/chem-lett/ index.html.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.