Configurational assignment of alpha-chiral carboxylic acids by complexation to dimeric Zn-porphyrin: host-guest structure, chiral recognition and circular dichroism.
A circular dichroic (CD) excition chirality method based on host-guest chiral recognition has been developed to determine the absolute configuration of carboxylic acids with an alpha-stereogenic center; an amide C = O-->Zn coordination, identified by infrared spectroscopy and computations, is involved in this complexation.
Proni
Gloria
G
Department of Chemistry, Columbia University, New York, NY 10027, USA.
Pescitelli
Gennaro
G
Huang
Xuefei
X
Quraishi
Nazia Q
NQ
Nakanishi
Koji
K
Berova
Nina
N
D002264:Carboxylic Acids / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D009010:Monte Carlo Method; D011166:Porphyrins / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D015032:Zinc / Q000737:chemistry*
D002264:Carboxylic Acids; D011166:Porphyrins; D015032:Zinc