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Volumn 63, Issue 21, 1998, Pages 7456-7462

Efficient synthesis of functionalized [7]helicenes

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EID: 0001659985     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo981380y     Document Type: Article
Times cited : (54)

References (72)
  • 12
    • 85034160962 scopus 로고    scopus 로고
    • See ref 2b, p 71
    • See ref 2b, p 71.
  • 13
    • 85034164652 scopus 로고    scopus 로고
    • Interesting materials prepared from helicenes in which a photocyclization was a key step
    • Interesting materials prepared from helicenes in which a photocyclization was a key step:
  • 22
    • 85034198128 scopus 로고    scopus 로고
    • The photodimerizations of stilbenes and the intermolecular reactions of stilbenes with phenanthrenes also complicate photocyclizations that are not performed at high dilution. See ref 2a.
    • The photodimerizations of stilbenes and the intermolecular reactions of stilbenes with phenanthrenes also complicate photocyclizations that are not performed at high dilution. See ref 2a.
  • 24
    • 85034169994 scopus 로고    scopus 로고
    • See footnotes 1 and 6 in ref 12.
    • See footnotes 1 and 6 in ref 12.
  • 45
    • 85034189072 scopus 로고    scopus 로고
    • 1-Ethoxyvinyltributylstannane can be purchased from Aldrich chemical company or prepared as described in
    • 1-Ethoxyvinyltributylstannane can be purchased from Aldrich chemical company or prepared as described in:
  • 47
    • 0000270722 scopus 로고
    • (b) Soderquist, J. A.; Hsu, G. J.-H. Organometallics 1982, 1, 830. For its use in the conversion of arylbromides to arylmethylketones, see:
    • (1982) Organometallics , vol.1 , pp. 830
    • Soderquist, J.A.1    Hsu, G.J.-H.2
  • 49
    • 85034174763 scopus 로고    scopus 로고
    • 1-Ethoxyvinyltributylstannane had previously been used in our lab to produce a bis-ethyl enol ether, which was used to synthesize a [6]helicenebisquinone. Nuckolls, C. Unpublished results.
    • 1-Ethoxyvinyltributylstannane had previously been used in our lab to produce a bis-ethyl enol ether, which was used to synthesize a [6]helicenebisquinone. Nuckolls, C. Unpublished results.
  • 50
    • 85034197323 scopus 로고
    • Ph.D. Dissertation, Columbia University
    • The photocyclization shown in Scheme 2 of ref 6f produced, after a solution in 400 mL of benzene had been irradiated for 8 h, 120 mg of 1,18-dimethoxy[7]helicene, a compound that was converted in 39% yield to 1,4,15,18-tetrahydro-1,4,15,18-tetraoxo[7]helicene: Yang, B. V. Ph.D. Dissertation, Columbia University, 1987.
    • (1987)
    • Yang, B.V.1
  • 56
    • 0012929464 scopus 로고
    • For a related procedure that uses Mel or BnBr and KF in DMF to convert tert-butyldimethylsilylaryl ethers into methyl- or benzylaryl ethers, see: Sinhababu, A. K; Kawase, M.; Borchardt, R. T. Tetrahedron Lett. 1987, 28, 4139.
    • (1987) Tetrahedron Lett. , vol.28 , pp. 4139
    • Sinhababu, A.K.1    Kawase, M.2    Borchardt, R.T.3
  • 57
    • 85034194123 scopus 로고    scopus 로고
    • 4 as the reducing agent. For the [7]helicenebisquinones studied here Zn/TMEDA in toluene generally effected cleaner conversion.
    • 4 as the reducing agent. For the [7]helicenebisquinones studied here Zn/TMEDA in toluene generally effected cleaner conversion.
  • 63
    • 85034192981 scopus 로고    scopus 로고
    • note
    • 29d nor can it be recognized in the CD of (+)- and (-)-14 and 16.
  • 64
    • 0003322015 scopus 로고
    • Patai, S., Ed.; Wiley: London, Chapter 4
    • n-πtransitions in the UV-vis spectra of p-quinones generally occur at 420-460 nm. See: Berger, S.; Rieker, A. In The Chemistry of the Quinonoid Compounds; Patai, S., Ed.; Wiley: London, 1974; Chapter 4.
    • (1974) The Chemistry of the Quinonoid Compounds
    • Berger, S.1    Rieker, A.2
  • 66
    • 85034162672 scopus 로고
    • Dissertation, Columbia University
    • (b) Yang, B. V. Dissertation, Columbia University, 1987.
    • (1987)
    • Yang, B.V.1
  • 67
    • 85034173161 scopus 로고
    • Ph.D. Dissertation, Columbia University
    • (c) Liu, L. Ph.D. Dissertation, Columbia University, 1991.
    • (1991)
    • Liu, L.1
  • 68
    • 85034156136 scopus 로고    scopus 로고
    • note
    • 32b,c
  • 71
    • 33744874192 scopus 로고
    • Patai, S., Ed.; Wiley: London, Chapter 5
    • M + 2 peaks are often seen in the mass spectra of quinones. See: Zeller, K.-P. In The Chemistry of the Quinonoid Compounds; Patai, S., Ed.; Wiley: London, 1974; Chapter 5.
    • (1974) The Chemistry of the Quinonoid Compounds
    • Zeller, K.-P.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.