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基于席夫碱和半杯芳烃的金属折叠体中控制绝对螺旋的极简端基。

Minimalist end groups for control of absolute helicity in salen- and salophen-based metallofoldamers.

机构信息

Brown Laboratories, Department of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, USA.

出版信息

Org Lett. 2010 Sep 17;12(18):4002-5. doi: 10.1021/ol101583v.

Abstract

(S)-1-Methylindan end groups are effective controllers of absolute helicity in Ni-salen- and Ni-salophen-based foldamers derived from (R,R)-trans-1,2-cyclohexanediamine and 1,2-phenylenediamine, respectively. Evidence for the helicity of the described complexes was provided through X-ray crystallography and study of chiroptical properties in solution. The chiral end groups control the absolute sense of helicity for the salen complexes, even in a case where the helical bias of the end group is mismatched relative to that of the internal diamine.

摘要

(S)-1-甲基茚满端基是镍-salen 和镍-salophen 衍生的手性化合物中绝对手性的有效调节剂,这些化合物分别来自(R,R)-反式-1,2-环己二胺和 1,2-苯二胺。通过 X 射线晶体学和溶液中手性光学性质的研究,为所描述的配合物的手性提供了证据。手性端基控制了 salen 配合物的绝对手性,即使在手性端基的螺旋倾向与内部二胺不匹配的情况下也是如此。

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