Premium
Regioselective Diels–Alder Reactions Directed by Carbonyl Groups on the Rim of Open‐Cage Fullerene Derivatives
Author(s) -
Xu Liang,
Zhang Qianyan,
Zhang Gang,
Liang Sisi,
Yu Yuming,
Gan Liangbing
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201301309
Subject(s) - chemistry , adduct , regioselectivity , dimer , derivative (finance) , fullerene , cage , photochemistry , polymer chemistry , medicinal chemistry , catalysis , organic chemistry , mathematics , combinatorics , financial economics , economics
A C 60 fullerene open‐cage derivative with an 18‐membered orifice reacts with electron‐rich dienes on the rim of the orifice selectively. Both the mono and the bis adduct have been obtained in good yields by controlling the ratio of the reactants and the reaction time. Single‐crystal structures show a head‐to‐tail and back‐to‐back dimer for the mono adduct of 1,4‐diphenylbutadine and a head‐to‐tail polymeric chain for the bis adduct of 2,3‐dimethylbutadiene.