17314-33-9Relevant articles and documents
Recycle of tin thiolate compounds relevant to ammonia-borane regeneration
Sutton, Andrew D.,Davis, Benjamin L.,Bhattacharyya, Koyel X.,Ellis, Bobby D.,Gordon, John C.,Power, Philip P.
, p. 148 - 149 (2010/04/01)
The use of benzenedithiol as a digestant for ammonia-borane spent fuel has been shown to result in tin thiolate compounds which we demonstrate can be recycled, yielding Bu3SnH and ortho-benzenedithiol for reintroduction to the ammonia-borane regeneration scheme.
Generation of Aminyl Radicals using Sulfenamides as Synthetic Precursors
Bowman, W. Russell,Clark, David N.,Marmon, Robert J.
, p. 1275 - 1294 (2007/10/02)
Sulfenamides are synthesised from reaction between amines and N-(benzenesulfenil)-phthalimide or benzenesulfenyl chloride.The sulfenamides undergo reaction with tributyltin hydride to yield aminyl radicals which can be cyclised onto suitable alkenes. Key Words: sulfenamides; aminyl radicals; tributyltin hydride; radical-cyclisation; N-(benzenesulfenyl)phthalimide
Organotin-Mediated Selective Desulfurization: Tri-n-butyltin Hydride Reduction of Unsymmetric Sulfides
Gutierrez, Carlos G.,Summerhays, Leo R.
, p. 5206 - 5213 (2007/10/02)
Tri-n-butyl hydride (TBTH) has been evaluated as a selective agent for the reductive cleavage of one C-S-bond in unsymmetric sulfides 1.Sulfides 1 (RR1) (where combinations of R and R1 included primary, secondary, tertiary, benzylic, phenyl, allylic, and α-(to carbonyl) carbon bound to sulfur> were each reacted with 1 equiv of TBTH in the presence of AIBN initiator.Reduction by TBTH occurs initially at the R1-S bond (where R1 can form the more stable carbon radical intermediate) in sulfide 1 selectively, if not specifically, to yield hydrocarbon 4 and tributylstannyl alkyl sulfide 3.However, this specifity can be negated by an enhanced reacitivity toward reduction by TBTH which the C-S bond in 3 exhibits, producing hydrocarbon 6 and bis(tributyltin) sulfide.The degree of selectivity in desulfurization is determined by the competition between unsymmetric sulfide 1 and alkyl organotin sulfide 3 for TBTH.The reduction of secondary and primary alkyl C-S bonds in 1 is so slow as to discount the synthetic utility of trialkyltin hydride reduction for such sulfides.