Synthesis of 1,2,9,10-tetrahydroxy[2.2]metacyclophanes via pinacol coupling reaction of 1,3-benzenedicarboxyaldehydes

Authors
Sahade, DA Tsukamoto, K Thiemann, T Sawada, T Mataka, S
Citation
Da. Sahade et al., Synthesis of 1,2,9,10-tetrahydroxy[2.2]metacyclophanes via pinacol coupling reaction of 1,3-benzenedicarboxyaldehydes, TETRAHEDRON, 55(9), 1999, pp. 2573-2580
Citations number
19
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
9
Year of publication
1999
Pages
2573 - 2580
Database
ISI
SICI code
0040-4020(19990226)55:9<2573:SO1VPC>2.0.ZU;2-G
Abstract
Tetrahydroxy[2.2]metacyclophanes are formed via the aluminium mediated pina col coupling reaction of 1,3-benzenedicarboxaldehydes. The results indicate that the presence of functional groups in the aromatic ring of the dialdeh ydes plays an important role in the formation of the cyclophane structure. intramolecular coupling reactions as well as a comparison of different redu ctive systems are discussed in the work. (C) 1999 Elsevier Science Ltd. All rights reserved.