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

被引:40
作者
Collman, JP [1 ]
Decréau, RA [1 ]
机构
[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA
关键词
D O I
10.1021/ol048185s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The atropisomers of 5,10,15-tris(o-aminophenyl) corrole (alpha beta alpha, alpha alpha beta, and alpha alpha alpha) are metastable at room temperature as a result of the low rotational barrier of the o-aminophenyl pickets adjacent to the bipyrrole moiety. Atropisomer enrichment of TAPC was required for the preparation of picket fence, triazacyclononane-capped, and trisimidazole-alpha alpha alpha-corroles. A racemic alpha(2)beta model of cis-A(2)B geometry was also obtained by linking two cis anilines with a short strap and inserting an imidazole tail on the opposite face of TAPC.
引用
收藏
页码:975 / 978
页数:4
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