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Volumn 132, Issue 51, 2010, Pages 17980-17982

Direct assembly of polyarenes via C-C coupling using PIFA/BF 3•Et2O

Author keywords

[No Author keywords available]

Indexed keywords

BINAPHTHALENES; C-C COUPLING; CHEMOSELECTIVE; COMPONENT COUPLING; CROSS-COUPLINGS; POLYARENES; SUBSTITUTED BENZENES;

EID: 78650621442     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja107467c     Document Type: Article
Times cited : (45)

References (26)
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    • For a recent review of direct aryl-aryl coupling, see
    • For a recent review of direct aryl-aryl coupling, see: McGlacken, G. P. and Bateman, L. M. Chem. Soc. Rev. 2009, 38, 2447-2464
    • (2009) Chem. Soc. Rev. , vol.38 , pp. 2447-2464
    • McGlacken, G.P.1    Bateman, L.M.2
  • 14
    • 78650605438 scopus 로고    scopus 로고
    • The diastereotopicity of the o -Me groups is due to their position above the mutually opposed termini of the remote naphthalene group (see the Supporting Information).
    • The diastereotopicity of the o -Me groups is due to their position above the mutually opposed termini of the remote naphthalene group (see the Supporting Information).
  • 15
    • 78650592963 scopus 로고    scopus 로고
    • -3; 697 parameters; two independent molecules in the asymmetric unit. The crystallographic data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/ cif.
  • 16
    • 78650612128 scopus 로고    scopus 로고
    • note
    • The connectivity of 2a was also confirmed by its independent synthesis from 4,4′-dibromobinaphthalene via Negishi coupling with mesitylzinc chloride (see the Supporting Information).
  • 17
    • 78650623222 scopus 로고    scopus 로고
    • note
    • 4 (see the Supporting Information).
  • 18
    • 33947485184 scopus 로고
    • references therein
    • Kovacic, P. and Koch, F. W. J. Org. Chem. 1965, 30, 3176-3181 and references therein
    • (1965) J. Org. Chem. , vol.30 , pp. 3176-3181
    • Kovacic, P.1    Koch, F.W.2
  • 19
    • 0026840070 scopus 로고
    • For examples of the formation of oligonaphthalenes under the Scholl coupling conditions, see
    • For examples of the formation of oligonaphthalenes under the Scholl coupling conditions, see: Percec, V., Wang, J. H., and Okita, S. J. Polym. Sci., Part A: Polym. Chem. 1992, 30, 429-428
    • (1992) J. Polym. Sci., Part A: Polym. Chem. , vol.30 , pp. 429-428
    • Percec, V.1    Wang, J.H.2    Okita, S.3
  • 20
    • 34249827281 scopus 로고    scopus 로고
    • For resolution of 2,2′-substituted oligonaphthalene atropisomers, see
    • For resolution of 2,2′-substituted oligonaphthalene atropisomers, see: Tsubaki, K., Takaishi, K., Sue, D., and Kawabata, T. J. Org. Chem. 2007, 72, 4238-4241
    • (2007) J. Org. Chem. , vol.72 , pp. 4238-4241
    • Tsubaki, K.1    Takaishi, K.2    Sue, D.3    Kawabata, T.4
  • 21
    • 0000718373 scopus 로고
    • The measured racemization barrier for 1,1′-binaphthalene is 23.5 kcal/mol. See:, Also see: Chem. Rev. 1998, 2405-2494
    • The measured racemization barrier for 1,1′-binaphthalene is 23.5 kcal/mol. See: Cooke, A. S. and Harris, M. M. J. Chem. Soc. 1963, 2365 Also see: Pu, L. Chem. Rev. 1998, 98, 2405-2494
    • (1963) J. Chem. Soc. , vol.98 , pp. 2365
    • Cooke, A.S.1    Harris, M.M.2    Pu, L.3
  • 22
    • 78650609114 scopus 로고    scopus 로고
    • 13C NMR spectra were recorded for products 4b - e; HPLC separation of the atropisomers has to date proven unsuccessful.
    • 13C NMR spectra were recorded for products 4b - e; HPLC separation of the atropisomers has to date proven unsuccessful.
  • 24
    • 33750012816 scopus 로고    scopus 로고
    • Angew. Chem. 2006, 118, 1429 - 1432.
    • (2006) Angew. Chem. , vol.118 , pp. 1429-1432
  • 26
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    • (Chisso Corp.). Int. Patent Appl. WO 2005091686 A1.
    • Wang, G., Uchida, M., Koike, T., and Kawashima, M. (Chisso Corp.). Int. Patent Appl. WO 2005091686 A1, 2005.
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    • Wang, G.1    Uchida, M.2    Koike, T.3    Kawashima, M.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.