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Zinc Porphyrin Tweezer in Host‐Guest Complexation: Determination of Absolute Configurations of Primary Monoamines by Circular Dichroism
Author(s) -
Huang Xuefei,
Borhan Babak,
Rickman Barry H.,
Nakanishi Koji,
Berova Nina
Publication year - 2000
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/(sici)1521-3765(20000117)6:2<216::aid-chem216>3.0.co;2-1
Subject(s) - porphyrin , circular dichroism , zinc , chemistry , host (biology) , photochemistry , crystallography , organic chemistry , biology , ecology
A nonempirical method utilizing zinc porphyrin tweezers as chromophoric hosts for determining the absolute configuration of primary monoamines is described. A bidentate carrier was linked to the monoamines leading to conjugates capable of forming macrocyclic complexes with the porphyrin tweezer host (see scheme). The absolute stereochemistry of the monoamine can be determined from the sign of the circular dichroic couplet of the complexes.