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Org Lett. 2001 Oct 04;3(20):3129-32. doi: 10.1021/ol016409q.

Effect of terminal group sterics and dendron packing on chirality transfer from the central core of a dendrimer.

Organic letters

P Gandhi, B Huang, J C Gallucci, J R Parquette

Affiliations

  1. Department of Chemistry, The Ohio State University, Columbus, Ohio 43210, USA.

PMID: 11574012 DOI: 10.1021/ol016409q

Abstract

[structure: see text] The conformational properties of intramolecularly hydrogen-bonded dendrimers constructed from (S)-1,1'-bi-2-naphthol as a chiral central core are described. Circular dichroism studies revealed that chirality transfer to the periphery occurs only when sterically demanding terminal esters are employed and when packing interactions are present.

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