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Conformational and Chiral Properties of Cyclic‐tri( N ‐methyl‐ meta ‐benzamide) Bearing Amidino Groups
Author(s) -
Nishiyama Shizuka,
Urushibara Ko,
Masu Hyuma,
Azumaya Isao,
Kagechika Hiroyuki,
Tanatani Aya
Publication year - 2015
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.22476
Subject(s) - chemistry , benzamide , dimer , enantiomer , stereochemistry , crystal structure , chirality (physics) , crystallography , organic chemistry , chiral symmetry , quantum mechanics , nambu–jona lasinio model , quark , physics
Cyclic triamides 4 bearing amidino groups at the meta position of the phenyl rings were synthesized, and their conformational properties in the crystal and in solution were examined. Compound 4a exists as a capsule‐type dimer of the enantiomers with a bowl‐shaped syn conformation in the crystal state. Compound 4 exists mainly in the syn form in solution, and chiral induction was observed upon addition of a chiral acid to a solution of 4a . Chirality 27:487–491, 2015 . © 2015 Wiley Periodicals, Inc.