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The Stereochemistry of the Trinaphthyl‐Terrylene Conversion
Author(s) -
Anton Ute,
Adam Martin,
Wagner Manfred,
QiLin Zhou,
Müllen Klaus
Publication year - 1993
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19931260231
Subject(s) - chemistry , steric effects , reactivity (psychology) , naphthalene , alkylation , stereochemistry , alkyl , hydrocarbon , crystal structure , medicinal chemistry , crystallography , organic chemistry , catalysis , medicine , alternative medicine , pathology
Alkylated terrylenes can be synthesized by a twofold cyclization of an appropriately substituted trinaphthyl [1, 11] . In this paper, we consider a special case. The alkyl substitution in the starting material 1 strongly affects the interplanar angle between the naphthalene moieties. After cyclization, the substituents are positioned in the sterically crowded bay region of the title structure 2 . The influence of the steric strain on the reactivity of 1 and on the stability of the resulting hydrocarbon 2 is investigated. Special emphasis is placed on the crystal structures of 1 and 2 .