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Rebek Imide Platforms as Model Systems for the Investigation of Weak Intermolecular Interactions
Author(s) -
Harder Michael,
Carnero Corrales Marjorie A.,
Trapp Nils,
Kuhn Bernd,
Diederich François
Publication year - 2015
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/chem.201500462
Subject(s) - substituent , stacking , imide , ring (chemistry) , chemistry , intermolecular force , pyridine , crystallography , amide , stereochemistry , molecule , medicinal chemistry , organic chemistry
A Rebek imide receptor with an acetylene‐linked phenyl ring complexes 2,6‐di(isobutyramido)pyridine in (CDCl 2 ) 2 via triple H‐bonding and π–π‐stacking interactions, and the influence of para ‐substituents on both rings was investigated by 1 H NMR binding titrations. When the phenyl ring was extended to biphenyl and the C(4)‐pyridine substituent varied, interaction energies increased in the order CH 3 CH 2 ⋅⋅⋅phenyl