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Factors influencing the interconversion of a new class of dibenzodiazepine sulfonamide atropisomers
Author(s) -
Welch Christopher J.,
Gong Xiaoyi,
Schafer Wes,
Chobanian Harry,
Lin Linus,
Biba Mirlinda,
Liu Ping,
Guo Yan,
Beard Adam
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.20785
Subject(s) - atropisomer , chemistry , circular dichroism , ring (chemistry) , stereochemistry , organic chemistry
A novel family of atropisomers based on a conformationally constrained seven membered ring system is investigated using a combination of preparative chiral chromatography, circular dichroism, and other analytical techniques. The influence of structure on the rate of atropisomer interconversion was explored with a series of analogs showing a range of interconversion rates ranging from very fast (undetectable on the HPLC timescale) to very slow (half life of many days). Chirality 21:E105–E109, 2009. © 2009 Wiley‐Liss, Inc.