Role of Copper Species in the Oxidative Dimerization of Arylboronic Acids:  Synthesis of Symmetrical Biaryls

Abstract

Certain Cu(I) and Cu(II) salts are able to mediate the dimerization of arylboronic acids in DMF. They provide the corresponding symmetrical biaryls in moderate to very good yields. It is possible to run the reaction catalytically under an oxygen atmosphere without a significant loss of yields.

Recent Advances in Copper‐Promoted C–Heteroatom Bond Cross‐Coupling Reactions with Boronic Acids and Derivatives

“…This has also been reported recently by Demir et al [53]. DMF is the preferred solvent to generate more homocoupled biaryl products.…”

Oxidative homo-coupling of potassium aryltrifluoroborates catalyzed by gold nanocluster under aerobic conditions

“…Next, reaction rate was monitored at various temperature under pH 6.86 solution condition (entries [8][9][10][11]. At 300 K the reaction was slightly slower than that from PhB(OH) 2 .…”

Thin Films of Insoluble Poly(Oligothienylene vinylenes) Prepared by Chemical Vapor Deposition Polymerization

“…Chemicals and Instruments: Bithiophene-5,5′-dicarbaldehyde [34] and 5,5′-bis-tributylstannanyl-2,2′-bithiophene [35] were prepared by reported methods. 2,2′:5′,2″-Terthiophene-5,5″-dicarbaldehyde, 5-bromothiophene-2-carbaldehyde, [2,2]paracyclophane, and tetrakis(triphenylphosphine)palladium were purchased from Aldrich Chemical Company, Inc. (WI, USA) and used without any further purification.…”