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Enhancement of exciton coupled circular dichroism with sterically encumbered bis-porphyrin tweezers
Authors:Tanasova Marina  Vasileiou Chrysoula  Olumolade Oluwatoyin O  Borhan Babak
Institution:Department of Chemistry, Michigan State University, East Lansing, MI 48824, USA.
Abstract: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.
Keywords:exciton‐coupled circular dichroism  porphyrin tweezers  absolute stereochemical determination  CD amplitude  chiral diamines  chiral carboxylic acids
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