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The First Centrohexaindane Bearing Twelve Functional Groups at Its Outer Molecular Periphery and Related Lower Veratrole‐Derived Centropolyindanes
Author(s) -
Harig Marco,
Kuck Dietmar
Publication year - 2006
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.200501005
Subject(s) - chemistry , propellane , stereochemistry , derivative (finance) , group (periodic table) , organic chemistry , bicyclic molecule , financial economics , economics
The first T d ‐symmetrical derivative of centrohexaindane bearing twelve functional groups has been synthesized. Six pairs of methoxy groups, each of which belong to six veratrole units fused to the topologically nonplanar ( K 5 ) core, point outwards from the molecular center into the six directions of the Cartesian space. The synthesis of this first dodeca‐substituted centrohexaindane was achieved along the “propellane route” established previously for the parent centrohexaindane, but the electron‐rich character of some of the intermediates was found to require considerably modified methodology. Two hexamethoxy‐substituted centrotriindanes, representing lower congeners of the title compound and bearing three veratrole units, were also synthesized. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)