A novel quinoline-based NNN-pincer Cu(ii) complex as a superior catalyst for oxidative esterification of allylic C(sp3)–H bonds. Issue 17 (8th April 2022)

• Record Type: Journal Article
• Authors: Das, Krishna Mohan; Pal, Adwitiya; Adarsh, Nayarassery N.; Thakur, Arunabha
• Is Part Of: Organic & biomolecular chemistry. Volume 20:Issue 17(2022)
• Page Start: 3540
• Page End: 3549
• Publication Date: 2022-04-08
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d2ob00220e
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A stable Cu(ii ) complex is found to catalyse the oxidative cross-dehydrogenative coupling of acids and alkenes to give allyl esters. Abstract : We report for the first time that the quinoline-based NNN-pincer Cu(ii ) complex acts as an air stable superior catalyst for the oxidative cross-coupling of the allyl sp 3 C–H bond with an acid for the synthesis of allyl esters in a homogeneous system at ambient temperature. The synthesized catalyst, 1, has been well characterized by various analytical techniques (HRMS, single crystal X-ray diffraction, CV, EPR, UV-vis spectroscopy) and showed excellent catalytic activity for the oxidative esterification of allylic C(sp 3 )–H bonds at 40 °C within a very short period of time (1 h) using only 1 mol% of the catalyst. A wide variety of aromatic allylic esters were synthesized in moderate to good yields, which could be extended to aliphatic allyl esters as well.