Synthesis 2005(10): 1635-1640  
DOI: 10.1055/s-2005-865311
PAPER
© Georg Thieme Verlag Stuttgart · New York

Green Traceless Cleavage from Resin-Bound Selenium and Tellurium and Analysis by 2D 29Si/1H HR-MAS NMR Spectroscopy

Thomas Ruhland*, Jakob Torang, Henrik Pedersen, Jens Christian Madsen, Kia Svane Bang
Medicinal Chemistry Research, H. Lundbeck A/S, 9 Ottiliavej, 2500 Valby, Denmark
Fax: +4536438237; e-Mail: tr@lundbeck.com;
Further Information

Publication History

Received 16 November 2004
Publication Date:
12 April 2005 (online)

Abstract

A novel protocol for traceless cleavage from resin-bound selenium and tellurium is described. The toxic tributyltin hydride that has been used previously as reagent for cleavage from these resins by homolysis has been replaced by the less-toxic tris(trimethylsilyl)silane and tris(trimethylsilyl)germane. In addition, the remaining resin-bound chalcogenyl silane and germane residues were characterised by the use of high-resolution magic-angle spinning (HR-MAS) 2D 29Si/1H NMR spectroscopy.