Details

Autor(en) / Beteiligte

• Hall, Callum G. J
• Sneddon, Helen F
• Pogány, Peter
• Lindsay, David M
• Kerr, William J

Titel

Experimental and computational insights into the mechanism of the copper()-catalysed sulfonylative Suzuki-Miyaura reaction

Ist Teil von

• Chemical science (Cambridge), 2023-06, Vol.14 (24), p.6738-6755

Ort / Verlag

England: Royal Society of Chemistry

Erscheinungsjahr

2023

Link zum Volltext

Quelle

Free E-Journal (出版社公開部分のみ）

Beschreibungen/Notizen

• A mechanistic study into the copper( i )-catalysed sulfonylative Suzuki-Miyaura reaction, incorporating sulfur dioxide, is described. Utilising spectroscopic and computational techniques, an exploration into the individual components of the competing catalytic cycles is delineated, including identification of the resting state catalyst, transmetalation of arylboronic acid onto copper( i ), the sulfur dioxide insertion process, and the oxidative addition of aryl halide to Cu I . Studies also investigated prominent side-reactions which were uncovered, including a competing copper( ii )-catalysed mechanism. This led to an additional proposed and connected Cu I /Cu II /Cu III catalytic cycle to account for by-product formation. A detailed study into the copper( i )-catalysed sulfonylative Suzuki-Miyaura reaction, using spectroscopic and computational techniques. The study explores key mechanistic steps and side-reactions, including a competing copper( ii )-catalysed mechanism.