Palladium‐Catalyzed Polycondensation for the Synthesis of Poly(Aryl)Sulfides. Issue 10 (2nd April 2020)

• Record Type: Journal Article
• Authors: Hou, Peng; Oechsle, Peter; Kuckling, Dirk; Paradies, Jan
• Is Part Of: Macromolecular rapid communications. Volume 41:Issue 10(2020)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2020-04-02
• Subjects: cross‐coupling -- organometallic catalysts -- polycondensation -- polysulfides; Macromolecules -- Periodicals; Polymers -- Periodicals; Chemistry -- Periodicals; 547.705
• DOI: 10.1002/marc.202000067
• Languages: English
• ISSNs: 1022-1336

Abstract

Abstract: The palladium‐catalyzed CS cross coupling reaction is investigated as a novel efficient tool for the synthesis of poly(phenyl)sulfide derivatives. The reaction proceeds through the polycondensation of dibromo arenes with a H2 S‐surrogate to yield poly(aryl)sulfides. The reaction is generalized by the synthesis of so‐far‐unprecedented poly(2, 5‐thiophene)sulfide. Number average molecular weights ( M sss ) of up to 3780 and 1770 g mol −1 for poly(phenyl)sulfide and poly(thiophene)sulfide are achieved with degrees of polymerization (DPn ) of 10 and 7, respectively. A mechanism for the new polycondensation reaction is suggested. Abstract : Dibromoaryls react with a H2 S‐surrogate in the presence of bisligated palladium catalysts to the corresponding poly(aryl)sulfides. The formal polycondensation reaction is marked by a multistep process involving the in‐situ deprotection of the sulfur nucleophile.