title: tert-Butyl phenyl sulfoxide: a traceless sulfenate anion precatalyst.
abstract: tert-Butyl phenyl sulfoxide is employed as a traceless precatalyst for the generation of sulfenate anions under basic conditions and has been used to catalyze the coupling of benzyl halides to trans-stilbenes. The advantage of this precatalyst over previous precatalysts is that the byproduct generated on catalyst formation is a gas, facilitating product isolation in high purity. Using this second generation catalyst, a variety of trans-stilbenes were generated in 39-98% isolated yield.
authors: Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania , 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States.
authors: Mengnan
authors: M
authors: Zhang
authors: Tiezheng
authors: T
authors: Jia
authors: Irina K
authors: IK
authors: Sagamanova
authors: Miquel A
authors: MA
authors: Pericás
authors: Patrick J
authors: PJ
authors: Walsh
mesh_terms: D000838:Anions; D001555:Benzene Derivatives; D002384:Catalysis; D015394:Molecular Structure; D013267:Stilbenes / Q000138:chemical synthesis / Q000737:chemistry; D013454:Sulfoxides / Q000737:chemistry*
chemical_list: D000838:Anions; D001555:Benzene Derivatives; D013267:Stilbenes; D013454:Sulfoxides; C000600752:tert-butyl phenyl sulfoxide; C048860:diphenyl sulfoxide