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Enhancement of exciton coupled circular dichroism with sterically encumbered bis‐porphyrin tweezers
Author(s) -
Tanasova Marina,
Vasileiou Chrysoula,
Olumolade Oluwatoyin O.,
Borhan Babak
Publication year - 2009
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20595
Subject(s) - porphyrin , chemistry , tweezers , chirality (physics) , circular dichroism , steric effects , aryl , cotton effect , stereochemistry , crystallography , photochemistry , organic chemistry , chiral symmetry , physics , alkyl , quantum mechanics , nambu–jona lasinio model , quark
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 α‐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. Chirality, 2009. © 2008 Wiley‐Liss, Inc.