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Polyols as Templates for the Synthesis of Macrocycles from Boronic Acid Building Blocks
Author(s) -
Lüthje Sonja,
Bornholdt Claudia,
Lüning Ulrich
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.200500747
Subject(s) - chemistry , norbornane , boronic acid , template , metathesis , ring closing metathesis , organic chemistry , ring (chemistry) , combinatorial chemistry , polymerization , nanotechnology , polymer , materials science
Abstract By using a norbornane tetraol 2 as a template, a bis(alkenyloxy)‐substituted boronic acid 5 was bound twice, and the resulting bis(boronic acid ester) 6 was cyclized by ring‐closing metathesis. The product bimacrocycle 7 , or its hydrogenated analogue 8 , are starting materials for subsequent reactions which give different endo ‐functionalized macrocycles as diboronic acids or diphenols. The bis(boronic acid) 12 proved to be a receptor for polyols. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)