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Dynamic Covalent Chemistry: A Facile Room‐Temperature, Reversible, Diels–Alder Reaction between Anthracene Derivatives and N ‐Phenyltriazolinedione
Author(s) -
Roy Nabarun,
Lehn JeanMarie
Publication year - 2011
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201100244
Subject(s) - anthracene , adduct , chemistry , diels–alder reaction , photochemistry , dynamic covalent chemistry , cycloaddition , organic chemistry , computational chemistry , molecule , catalysis , supramolecular chemistry
A series of readily accessible, dynamic Diels–Alder reactions that are reversible at room temperature have been developed between anthracene derivatives as dienes and N ‐phenyl‐1,2,4‐triazoline‐3,5‐dione as the dienophile. The adducts formed undergo reversible component exchange to form dynamic libraries of equilibrating cycloadducts. Furthermore, reversible adduct formation allows temperature‐dependent modulation of the fluorescent properties of anthracene components; a feature of potential interest for the design of optodynamic polymeric materials by careful selection and manipulation of these simple dienes and dienophiles.