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Desymmetrization Strategy to Achieve Triptycene‐Based 3,6‐Dimethoxytriphenylenes via Oxidative Cyclodehydrogenation
Author(s) -
Reinhard Dennis,
Rominger Frank,
Mastalerz Michael
Publication year - 2020
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.202001073
Subject(s) - triptycene , triphenylene , desymmetrization , chemistry , regioselectivity , oxidative phosphorylation , tris , organic chemistry , stereochemistry , catalysis , enantioselective synthesis , molecule , biochemistry
A desymmetrization strategy has been developed to achieve a triptycene‐based hexamethoxy tris triphenylene in high yields by taking into account the regioselectivity of the Scholl‐type oxidative cyclodehydrogenation governed by methoxy groups. Different routes starting from D 3h ‐ and C 3v ‐symmetric precursors have been compared as well as by Mallory‐type photocyclizations.