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Robust Helix Formation in a New Family of Oligoureas Based on a Constrained Bicyclic Building Block
Author(s) -
Legrand Baptiste,
André Christophe,
Wenger Emmanuel,
Didierjean Claude,
AverlantPetit Marie Christine,
Martinez Jean,
Calmes Monique,
Amblard Muriel
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201205842
Subject(s) - bicyclic molecule , stereochemistry , block (permutation group theory) , chemistry , combinatorics , mathematics
BAC for more : A constrained bicyclic building block with urea linkages is an efficient combination for the formation of a highly rigid helical system. This type of bicyclic amino carbamoyl (BAC) foldamer was studied both in solution (see scheme) and in the solid state. A robust H‐bond (dotted line) network was found between the carbonyl oxygen atoms (red) and the amino groups (dark blue) within the helix.