Details

Autor(en) / Beteiligte

• Zhu, Da-Liang
• Li, Hong-Xi
• Xu, Ze-Ming
• Li, Hai-Yan
• Young, David J.
• Lang, Jian-Ping

Titel

Visible light driven, nickel-catalyzed aryl esterification using a triplet photosensitiser thioxanthen-9-one

Ist Teil von

• Organic Chemistry Frontiers, 2019, Vol.6 (14), p.2353-2359

Ort / Verlag

London: Royal Society of Chemistry

Erscheinungsjahr

2019

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• We report an approach to the visible light-initiated, nickel-catalyzed esterification of carboxylic acids with aryl bromides. Thioxanthen-9-one works as a triplet photosensitizer to significantly accelerate this cross-coupling to provide aryl esters in moderate to excellent yields at room temperature. A mechanistic investigation indicates that this esterification undergoes the stepwise oxidative addition of an arylbromide to nickel, transmetalation of an aryl–Ni( ii ) bromide complex, energy transfer from thioxanthen-9-one to an excited-state aryl–Ni( ii ) carboxylate and reductive elimination to the aryl ester. This study contributes to the utilization of ketones as triplet photosensitisers in photochemical transformations.