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Synthesis of the Trinaphthophenalenium Cation
Author(s) -
Suenaga Masahiko,
Miyahara Yuji,
Shimizu Nobujirou,
Inazu Takahiko
Publication year - 1998
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19980202)37:1/2<90::aid-anie90>3.0.co;2-g
Subject(s) - substituent , intramolecular force , chemistry , condensation , condensation reaction , group (periodic table) , medicinal chemistry , photochemistry , polymer chemistry , stereochemistry , organic chemistry , catalysis , physics , thermodynamics
Two successive intramolecular condensations afford the trinaphthophenalenium cation 1 , containing a C 3h ‐symmetric new π system, as a dark violet solid. In this reaction a methoxy substituent in the precursor is used first for the activation of an aromatic carbon, second for the stabilization of the cationinc center formed during the first condensation, and finally as a leaving group.