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Volumn 71, Issue 11, 2006, Pages 4059-4065

Ipso-chlorosulfonylation of calixarenes: A powerful tool for the selective functionalization of the large rim

Author keywords

[No Author keywords available]

Indexed keywords

CALIXARENE DERIVATIVES; IPSO-CHLOROSULFONYLATION OF CALIXARENES; PROTONABLE IMIDAZOLE GROUPS; SUPRAMOLECULAR MODELS;

EID: 33646902656     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo052605p     Document Type: Article
Times cited : (38)

References (24)
  • 10
    • 33646905175 scopus 로고    scopus 로고
    • Ph.D. Thesis, defended Sep 25
    • Rondelez, Y. Ph.D. Thesis, defended Sep 25, 2002.
    • (2002)
    • Rondelez, Y.1
  • 11
    • 33646916695 scopus 로고    scopus 로고
    • note
    • 3v symmetrical calixarene core is symbolized by H and the small and large rim substituents are depicted by exponents and indexes, respectively.
  • 13
    • 33646909479 scopus 로고    scopus 로고
    • note
    • 1H NMR spectra of the crude chlorosulfonyl-calixarenes isolated by precipitation with ether, these reactive intermediates were relatively pure and a unique regio-isomer was identified. Further purification for elemental analyses purpose failed, probably due to partial and uncontrolled hydrolysis or polymerisation when dried under high vacuum. Therefore, they were directly engaged in either hydrolysis or aminolysis.
  • 14
    • 33646898553 scopus 로고    scopus 로고
    • note
    • O-Protection of diethanolamine by tertiobutyldimethylsilyl groups (TBDMS) appeared necessary to avoid competitive hydrolysis of the chlorosulfonyl intermediate. Indeed, when unprotected diethanolamine was used, sulfonate derivatives were obtained.
  • 16
    • 33646921838 scopus 로고    scopus 로고
    • Jpn. Kokai Tokkyo Koho. 1999, Patent JP 11302275
    • Miyanari, S.; Kumagaya, H.; Hasegawa, S., Jpn. Kokai Tokkyo Koho. 1999, Patent JP 11302275.
    • Miyanari, S.1    Kumagaya, H.2    Hasegawa, S.3
  • 21
    • 33646901667 scopus 로고    scopus 로고
    • note
    • Ar).
  • 22
    • 33646899127 scopus 로고    scopus 로고
    • Bruker-Nonius 1998. Kappa CCD Reference Manual. Nonius B. V., P.O. Box 811, 2600 Av, Delft, The Netherlands
    • Bruker-Nonius 1998. Kappa CCD Reference Manual. Nonius B. V., P.O. Box 811, 2600 Av, Delft, The Netherlands.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.