Tanasova Marina, Vasileiou Chrysoula, Olumolade Oluwatoyin O, Borhan Babak
Department of Chemistry, Michigan State University, East Lansing, MI 48824, USA.
Chirality. 2009 Mar;21(3):374-82. doi: 10.1002/chir.20595.
Porphyrin tweezers have been successfully used as hosts for the absolute stereochemical determination of a variety of chiral compounds. A set of new porphyrin tweezers with substituted aryl groups on the meso position of the porphyrin rings have been synthesized. The modified tweezers are used as hosts for the stereochemical determination of chiral diamines and carrier-derivatized alpha-chiral carboxylic acids in order to monitor the influence of the various substitutions of the aryl group on the amplitude and sign of the ECCD couplet. t-Butyl substitution at the meta positions of the porphyrin's meso phenyl substituents leads to enhanced ECCD amplitudes.
卟啉镊子已成功用作主体，用于多种手性化合物的绝对立体化学测定。已合成了一组在卟啉环的中位带有取代芳基的新型卟啉镊子。修饰后的镊子用作主体，用于手性二胺和载体衍生的α-手性羧酸的立体化学测定，以监测芳基的各种取代对ECCD偶合的幅度和符号的影响。卟啉的中位苯基取代基的间位叔丁基取代导致ECCD幅度增强。
