A Small Molecule Diacid with Long-Term Chiral Memory
- 20 May 2009
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 11 (12) , 2599-2602
Abstract
A small, axially chiral diacid was designed with chiral memory based on restricted rotation. Heating a racemic sample with a chiral alkaloid led to an enantiomeric excess of up to 40% ee. The guest-induced chirality was preserved on cooling to rt, which was maintained even in the absence of guest (t1/2 = 14y). The chiral enrichment process was also reversible, allowing the diacid to be used as a chiral switch.Keywords
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