A mass spectrometric investigation into microenvironmental effects in solid-supported radical chemistry

Helliwell PA; Bailey VA; Chevet C; Clarke DB; Lloyd A; Macarthur R; Routledge A

Reactive & Functional Polymers, Vol.70, No.2, 110-115, 2010

DOI10.1016/j.reactfunctpolym.2009.10.012 Export Citation

A mass spectrometric investigation into microenvironmental effects in solid-supported radical chemistry

Helliwell PA, Bailey VA, Chevet C, Clarke DB, Lloyd A, Macarthur R, Routledge A

Deuterated N-ethylpiperidine hypophosphite (d-EPHP) and tributyltin deuteride (TBTD) have been used to explore potential microenvironmental effects in resin-bound radical propagation. A deuterium labelling mass spectrometric method was used to show that efficiency of radical chain propagation on resin can be influenced by the choice of solid-support when using the slow radical chain carrier, EPHP. (C) 2009 Elsevier Ltd. All rights reserved.

Keywords:Radical reaction;Solid-phase synthesis;EPHP;Mass spectrometry;Deuterium labelling