2,2′-Dihydroxybenzil: A Stereodynamic Probe for Primary Amines Controlled by Steric Strain

Title
2,2′-Dihydroxybenzil: A Stereodynamic Probe for Primary Amines Controlled by Steric Strain
Authors
이안수Min-Seob SeoHyunwoo Kim
Issue Date
2014-05
Publisher
Organic letters
Citation
VOL 16, NO 11-2953
Abstract
A rational approach for generating 1,1'-binaphthalene-like axial chirality of a small organic receptor, 2,2'-dihydroxybenzil is presented. The receptor combines with 2 equiv of monodentate primary amines to form a diimine, of which axial chirality is controlled by steric strain with moderate (1.4:1) to good (4.7:1) stereoselectivity. The observed circular dichroism (CD) spectra have been closely simulated by TD-DFT computations and can be used for determining the absolute chirality and enantiomeric excess of primary amines.
URI
http://pubs.kist.re.kr/handle/201004/70414
ISSN
1523-7060
Appears in Collections:
KIST Publication > Article
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