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Flight from the Tyranny of Tin: The Quest for Practical Radical Sources Free from Metal Encumbrances
Authors:Paul A Baguley  John C Walton
Abstract:An urgent search is being made for generic reagents that promote free radical synthetic transformations as means of banishing the toxic threat of organotin hydrides. Although second-generation tin reagents are beguiling, organosilanes and a range of thiocarbonyl compounds are more intrinsically benign. Metal-free radical chain sequences based around cyclohexadiene derivatives are being developed (see reaction scheme), and tetrathiafulvalenes mimic metals and allow a crossover from homolytic to ionic chemistry. Z=alkene.
Keywords:Radicals  Silicon  Synthetic methods  Thiocarbonyl compounds  Tin
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