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Volumn 65, Issue 14, 2000, Pages 4385-4390

Syntheses of acetylenic oligophenylene macrocycles based on a novel Dewar benzene building block approach

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE DERIVATIVE; BENZENE DERIVATIVE; MACROCYCLIC COMPOUND; PHENYLACETYLENE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0034647547     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0002590     Document Type: Article
Times cited : (57)

References (37)
  • 9
    • 0032476813 scopus 로고    scopus 로고
    • Reviews: (a) Faust, R. Angew. Chem., Int. Ed. Engl. 1998, 37, 2825. (b) Bunz, U. H. F.; Rubin, Y.; Tobe, Y. Chem. Soc. Rev. 1999, 28, 107.
    • (1998) Angew. Chem., Int. Ed. Engl. , vol.37 , pp. 2825
    • Faust, R.1
  • 10
  • 25
    • 0343327802 scopus 로고    scopus 로고
    • note
    • The isolated 11 was spectroscopically homogeneous although two stereoisomers arising from relative orientation of the Dewar units are possible. Compound 12 was also spectroscopically homogeneous.
  • 26
    • 0343327786 scopus 로고    scopus 로고
    • note
    • Similar rotation of spindles in phenylacetylene macrocycles, see ref 3.
  • 29
    • 0343763731 scopus 로고
    • Examples of alkynyl-based paracyclophanes, see (a) Hopf, H.; Jones, P. G.; Bubenitschek, P.; Werner, C. Angew. Chem., Int. Ed. Engl. 1995,34, 2367. (b) Bauer, M.; Nieger, M.; Vögtle, F. Chem. Ber. 1992, 125, 2533.
    • (1992) Chem. Ber. , vol.125 , pp. 2533
    • Bauer, M.1    Nieger, M.2    Vögtle, F.3
  • 33
    • 0342892704 scopus 로고    scopus 로고
    • note
    • The isomerization of 19 into 20 must result in shortening of the distance between the acetylenic groups, which has been proposed as the crucial geometrical change triggering the Bergman cyclization of some enediyne antitumor antibiotics (ref 18), so that the possible Bergman cyclizations of 19 as well as 20 in 1,4-cyclohexadiene were examined. However, no information about the intermediacy of the cycloaromatization products was obtained under thermal or photochemical reaction conditions.
  • 34
    • 0002933542 scopus 로고
    • Reviews: (a) Bergman, R. G. Acc. Chem. Res. 1973, 6, 25. (b) Nicolaou, K. C.; Dai, W.-M. Angew. Chem., Int. Ed. Engl. 1991, 30, 1387.
    • (1973) Acc. Chem. Res. , vol.6 , pp. 25
    • Bergman, R.G.1
  • 36
    • 0343763719 scopus 로고    scopus 로고
    • note
    • Exceptionaly large Stokes shift (121 nm) has been reported for cyclic [6]paraphenylacetylene (ref 5a).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.