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Pillarquinones and Pillararenequinones
Author(s) -
Cao Derong,
Meier Herbert
Publication year - 2018
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.201800007
Subject(s) - chemistry , pillar , ring (chemistry) , electron acceptor , electron density , benzene , crystallography , benzoquinone , acceptor , electron , computational chemistry , stereochemistry , photochemistry , organic chemistry , condensed matter physics , physics , structural engineering , quantum mechanics , engineering
Pillar[ n ]quinones and pillar[ n ‐ m ]arene[ m ]quinones are oxidation products of pillar[ n ]arenes. Their molecular structure resembles the parent compounds. However, their map of electron density is different. Each 1,4‐benzoquinone ring, which replaces a 1,4‐dialkoxy‐substituted benzene ring decreases the electron density in the interior cavity and increases the electron density on the upper and lower rim of the pillar. The electron donor character is stepwise transformed to an electron acceptor status. This effect alters the complexation tendencies, which are the most interesting properties of these macrocyclic host systems.