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Volumn 7, Issue 6, 2005, Pages 975-978

5,10,15-tris(o-aminophenyl) corrole (TAPC) as a versatile synthon for the preparation of corrole-based hemoprotein analogs

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE DERIVATIVE; HEMOPROTEIN; IMIDAZOLE DERIVATIVE; PROTEIN DERIVATIVE;

EID: 18244362792     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol048185s     Document Type: Article
Times cited : (44)

References (51)
  • 28
    • 0001134293 scopus 로고    scopus 로고
    • (g) Inorg. Chem. 1998, 37, 2009.
    • (1998) Inorg. Chem. , vol.37 , pp. 2009
  • 31
    • 18244401214 scopus 로고    scopus 로고
    • note
    • 4-TAPP.
  • 32
    • 0037415431 scopus 로고    scopus 로고
    • (b) We previously demonstrated that corroles decompose after a long time spent at high temperature: Collman, J. P.; Decréau, R. A. Tetrahedron Lett. 2003, 44, 1207.
    • (2003) Tetrahedron Lett. , vol.44 , pp. 1207
    • Collman, J.P.1    Decréau, R.A.2
  • 33
    • 18244366990 scopus 로고    scopus 로고
    • note
    • 5d
  • 35
    • 18244367506 scopus 로고    scopus 로고
    • note
    • f values (0.57 and 0.53. respectively) than αβαβ-TAPP and ααββ-TAPP (0.75 and 0.62, respectively). A TLC profile is given in Supporting Information. (c) Moreover the rotation appears to be dependent on the concentration of TAPC but does not seem to be induced by light irradiation.
  • 42
    • 18244375652 scopus 로고    scopus 로고
    • note
    • 9b
  • 44
    • 18244383901 scopus 로고    scopus 로고
    • note
    • (a) The longer distance between the two acyl chlorides is 6.50 Å (CAChe, PM3). (b) For comparison, the shortest distance between transanilines is 9.61 Å. (c) Shorter linkers such as m-isophthaloyl chloride led to a corrole that decomposed under the conditions employed for column chromatography. Similarly, the trans isomer of 9 obtained in very low yield is very unstable and decomposes rapidly on silica. It means that the distortion of the corrole that results from either cis- or trans-strapping with short linkers leads to very unstable corroles.
  • 45
    • 18244380193 scopus 로고    scopus 로고
    • note
    • 1H NMR and CD spectroscopies.
  • 49
    • 18244408930 scopus 로고    scopus 로고
    • note
    • 12b,c did not work with 1.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.