High yield preparation of a novel tetrakis[ruthenium tris(bipyridine)]calix[6]arene derivative with good diastereomeric purity

Citation
D. Hesek et al., High yield preparation of a novel tetrakis[ruthenium tris(bipyridine)]calix[6]arene derivative with good diastereomeric purity, TETRAHEDR-A, 9(22), 1998, pp. 4089-4097
Citations number
10
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
9
Issue
22
Year of publication
1998
Pages
4089 - 4097
Database
ISI
SICI code
0957-4166(19981127)9:22<4089:HYPOAN>2.0.ZU;2-Q
Abstract
In order to develop methodology for the selective preparation of complex mo lecular structures with potential photochemical or electron transfer functi ons, the diastereoselective synthesis of multiple ruthenium tris(bipyridine ) complexes tethered to a central calix[6]arene core was investigated. Appl ying recently developed methodology, the resolved precursor cis-Delta-[Ru(b py)(2)(DMSO)Cl]PF6 (98.6% ee) was efficiently reacted with a novel calix[6] arene derivative, to give the tetrakis[Ru(bpy)(2)(bpy')]calix[6]arene deriv ative (9) with almost complete retention of absolute stereochemistry at eac h of the four metal centres, as seen by the unusually strong molar circular dichroism (CD) spectrum. The synthesis of racemic 9 was also carried out, and demonstrated to have an inactive CD spectrum. (C) 1998 Elsevier Science Ltd. All rights reserved.