학술논문
"Benchtop" Biaryl Coupling Using Pd/Cu Cocatalysis: Application to the Synthesis of Conjugated Polymers.
Document Type
Academic Journal
Author
Minus MB; Department of Chemistry, Prairie View A&M University, Prairie View, Texas 77446, United States.; Department of Chemistry, University of Texas at Austin, Austin, Texas 78712, United States.; Moor SR; Department of Chemistry, University of Texas at Austin, Austin, Texas 78712, United States.; Pary FF; Department of Chemistry, Oklahoma State University, Stillwater, Oklahoma74078, United States.; Nirmani LPT; Department of Chemistry, Oklahoma State University, Stillwater, Oklahoma74078, United States.; Chwatko M; McKetta Department of Chemical Engineering, University of Texas at Austin, Austin, Texas 78712, United States.; Okeke B; Department of Chemistry, University of Texas at Austin, Austin, Texas 78712, United States.; Singleton JE; Department of Chemistry, Prairie View A&M University, Prairie View, Texas 77446, United States.; Nelson TL; Department of Chemistry, Oklahoma State University, Stillwater, Oklahoma74078, United States.; Lynd NA; McKetta Department of Chemical Engineering, University of Texas at Austin, Austin, Texas 78712, United States.; Anslyn EV; Department of Chemistry, University of Texas at Austin, Austin, Texas 78712, United States.
Source
Publisher: American Chemical Society Country of Publication: United States NLM ID: 100890393 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1523-7052 (Electronic) Linking ISSN: 15237052 NLM ISO Abbreviation: Org Lett Subsets: PubMed not MEDLINE; MEDLINE
Subject
Language
English
Abstract
Typically, Suzuki couplings used in polymerizations are performed at raised temperatures in inert atmospheres. As a result, the synthesis of aromatic materials that utilize this chemistry often demands expensive and specialized equipment on an industrial scale. Herein, we describe a bimetallic methodology that exploits the distinct reactivities of palladium and copper to perform high yielding aryl-aryl dimerizations and polymerizations that can be performed on a benchtop under ambient conditions. These couplings are facile and can be performed by simple mixing in the open vessel. To demonstrate the utility of this method in the context of polymer synthesis: polyfluorene, polycarbazole, polysilafluorene, and poly(6,12-dihydro-dithienoindacenodithiophene) were created at ambient temperature and open to air.