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New Building Blocks Based on Truxene Cores: Synthesis of Functionalized syn ‐Tri‐ and ‐Hexasubstituted Derivatives
Author(s) -
GonzálezCantalapiedra Esther,
Ruiz Marta,
GómezLor Berta,
Alonso Beatriz,
GarcíaCuadrado Domingo,
Cárdenas Diego J.,
Echavarren Antonio M.
Publication year - 2005
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.200500260
Subject(s) - chemistry , alkylation , derivatization , bromide , benzyl bromide , derivative (finance) , phenols , medicinal chemistry , organic chemistry , catalysis , high performance liquid chromatography , financial economics , economics
Hexasubstituted truxenes are obtained in one step by alkylation of the potassium anion of truxene. Subsequent derivatization provides truxene derivatives with six carboxy, amino, or hydroxy groups at their peripheries. Alkylation of syn ‐5,10,15‐tribenzyl derivatives with a different benzyl bromide derivative affords mixtures of anti ‐ and syn ‐hexasubstituted truxenes. Truxenes with phenols or benzoquinone groups have also been synthesized by starting from truxenetrione. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)