Disulfides and Boryl Sulfides Serve as both Initiators and Precatalysts in Radical Reductions of Halides by an N‐Heterocyclic Carbene⋅Borane. Issue 18 (27th November 2013)

• Record Type: Journal Article
• Authors: Pan, Xiangcheng; Lalevée, Jacques; Lacôte, Emmanuel; Curran, Dennis P.
• Is Part Of: Advanced synthesis & catalysis. Volume 355:Issue 18(2013)
• Page Start: 3522
• Page End: 3526
• Publication Date: 2013-11-27
• Subjects: Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201300752
• Languages: English
• ISSNs: 1615-4150

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Diphenyl disulfide (PhSSPh), a typical boryl monosulfide (di<italic>i</italic>Pr‐Imd‐BH₂SPh) and a typical boryl bis‐sulfide [diMe‐Imd‐BH(SPh)₂] all serve as both initiators and precatalysts in the reduction of alkyl and aryl halides by readily available 1, 3‐dimethylimidazol‐2‐ylidene⋅borane (diMe‐Imd‐BH₃). The reactions are suggested to occur by a polarity reverse catalysis mechanism where <italic>in situ</italic> generated thiophenol is the active catalyst.</p> <p> <boxed-text content-type="graphic" position="anchor" orientation="portrait"> <graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg4t37w6zz" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /> </boxed-text> </p> </abstract>