Minimalist End Groups for Control of Absolute Helicity in Salen- and Salophen-Based Metallofoldamers

(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 crystallogr...

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Bibliographic Details
Published in:Organic letters 2010-09, Vol.12 (18), p.4002-4005
Main Authors: Dong, Zhenzhen, Plampin, James N, Yap, Glenn P. A, Fox, Joseph M
Format: Article
Language:English
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Summary:(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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol101583v