A Colorimetric Chiral Sensor Based on Chiral 手性识别.pdf

CHIRALITY 23:349–353 (2011) A Colorimetric Chiral Sensor Based on Chiral Crown Ether for the Recognition of the Two Enantiomers of Primary Amino Alcohols and Amines EUN NA RAE CHO, YINAN LI, HEE JIN KIM, AND MYUNG HO HYUN* Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University, Busan 609-735, Republic of Korea ABSTRACT A new colorimetric chiral sensor material consisting of three different func- tional sites such as chromophore (2,4-dinitrophenylazophenol dye), binding site (crown ether), 0 0 and chiral barrier (3,3 -diphenyl-1,1 -binaphthyl group) was prepared and applied to the recogni- tion of the two enantiomers of primary amino alcohols and amines. Among five primary amino alcohols and two primary amines tested, the two enantiomers of phenylalaninol show the high- est difference in the absorption maximum wavelength (Dkmax 5 43.5 nm) and in the association constants (KS/KR 5 2.51) upon complexation with the colorimetric chiral sensor material and, consequently, the two enantiomers of phenylalaninol were clearly distinguished from each other C V by the color difference. Chirality 23:349–353, 2011. V 2010 Wiley-Liss, Inc. KEY WORDS: colorimetric chiral sen