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Volumn , Issue 6, 2007, Pages 1001-1006

Tris(biphenyl-4-yl)silyl-endcapped polyynes

Author keywords

Alkyne protecting groups; Alkynes; Cadiot Chodkiewicz coupling; Ethynylsilanes; Hay coupling; Polyynes

Indexed keywords


EID: 34250642820     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200600878     Document Type: Article
Times cited : (35)

References (41)
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    • Eds, F. Diederich, P. J. Stang, R. R. Tykwinski, Wiley-VCH, Weinheim, chapters 7 and 9;
    • a) Acetylene Chemistry - Chemistry, Biology, and Materials Science (Eds.: F. Diederich, P. J. Stang, R. R. Tykwinski), Wiley-VCH, Weinheim, 2005, chapters 7 and 9;
    • (2005) Acetylene Chemistry - Chemistry, Biology, and Materials Science
  • 7
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    • Angew. Chem. Int. Ed. 2006, 45, 1034-1057.
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    • a) F. Cataldo, Carbon 2005, 43, 2792-2800;
    • (2005) Carbon , vol.43 , pp. 2792-2800
    • Cataldo, F.1
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    • Angew. Chem. Int. Ed. 2000, 39, 2633-2657.
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    • Angew. Chem. Int. Ed. 2002, 41, 1872-1876;
    • (2002) Chem. Int. Ed , vol.41 , pp. 1872-1876
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    • 34250615418 scopus 로고    scopus 로고
    • The approximate diameter was calculated from the radius, measured from silicon to the proton in the 4′-position of biphenyl. The distance was measured using Spartan'02 v. 1.0.6 after performing a molecular mechanics minimization using an MMFF94 force field.
    • The approximate diameter was calculated from the radius, measured from silicon to the proton in the 4′-position of biphenyl. The distance was measured using Spartan'02 v. 1.0.6 after performing a molecular mechanics minimization using an MMFF94 force field.
  • 25
    • 33947476790 scopus 로고
    • A. S. Hay, J. Org. Chem. 1962, 27, 3320-3321.
    • (1962) J. Org. Chem , vol.27 , pp. 3320-3321
    • Hay, A.S.1
  • 27
    • 0000175508 scopus 로고    scopus 로고
    • A similar Pd-catalyzed synthesis of symmetrical 1,3-diynes was reported using chloroacetone as an oxidant, see: R. Rossi, A. Carpita, C. Bigelli, Tetrahedron Lett. 1985, 26, 523-526.
    • A similar Pd-catalyzed synthesis of symmetrical 1,3-diynes was reported using chloroacetone as an oxidant, see: R. Rossi, A. Carpita, C. Bigelli, Tetrahedron Lett. 1985, 26, 523-526.
  • 28
    • 0037819515 scopus 로고    scopus 로고
    • The structural and thermal characteristics of 1,4-bis(triorgano-silyl) butadiynes have been studied, see: F. Carré, N. Devylder, S. G. Dutremez, C. Guérin, B. J. L. Henner, A. Jolivet, W. Tomberli, F. Dahan, Organometallics 2003, 22, 2014-2033.
    • The structural and thermal characteristics of 1,4-bis(triorgano-silyl) butadiynes have been studied, see: F. Carré, N. Devylder, S. G. Dutremez, C. Guérin, B. J. L. Henner, A. Jolivet, W. Tomberli, F. Dahan, Organometallics 2003, 22, 2014-2033.
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    • The synthesis of 7 was carried out according to the analogous procedure for alkynyl bromide formation and was used in situ without purification or characterization, see: Y. Zhang, R. P. Hsung, M. R. Tracey, K. C. M. Kurtz, E. L. Vera, Org. Lett. 2004, 6, 1151-1154.
    • The synthesis of 7 was carried out according to the analogous procedure for alkynyl bromide formation and was used in situ without purification or characterization, see: Y. Zhang, R. P. Hsung, M. R. Tracey, K. C. M. Kurtz, E. L. Vera, Org. Lett. 2004, 6, 1151-1154.
  • 35
    • 0001413313 scopus 로고
    • Given the sensitivity of both the trimethylsilyl and TBPS groups to base, standard Cadiot-Chodkiewicz cross-coupling conditions were judged too harsh, see
    • Given the sensitivity of both the trimethylsilyl and TBPS groups to base, standard Cadiot-Chodkiewicz cross-coupling conditions were judged too harsh, see: W. Chodkiewicz, Ann. Chim. (Paris) 1957, 2, 819-869.
    • (1957) Ann. Chim. (Paris) , vol.2 , pp. 819-869
    • Chodkiewicz, W.1
  • 40
    • 84942435207 scopus 로고    scopus 로고
    • Attempts to refine peaks of residual electron density as solvent toluene carbon atoms were unsuccessful. The data were corrected for disordered electron density through use of the SQUEEZE procedure (P. van der Sluis, A. L. Spek, Acta Crystallogr, Sect. A 1990, 46, 194-201) as implemented in PLATON
    • b) Attempts to refine peaks of residual electron density as solvent toluene carbon atoms were unsuccessful. The data were corrected for disordered electron density through use of the SQUEEZE procedure (P. van der Sluis, A. L. Spek, Acta Crystallogr., Sect. A 1990, 46, 194-201) as implemented in PLATON
  • 41
    • 34250689804 scopus 로고    scopus 로고
    • 3 with a total electron count of 197 (consistent with four molecules of solvent toluene) was found in the unit cell.
    • 3 with a total electron count of 197 (consistent with four molecules of solvent toluene) was found in the unit cell.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.