Issue 17, 2022

A novel quinoline-based NNN-pincer Cu(ii) complex as a superior catalyst for oxidative esterification of allylic C(sp3)–H bonds

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 sp3 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(sp3)–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.

Graphical abstract: A novel quinoline-based NNN-pincer Cu(ii) complex as a superior catalyst for oxidative esterification of allylic C(sp3)–H bonds

Supplementary files

Article information

Article type
Paper
Submitted
02 Feb 2022
Accepted
29 Mar 2022
First published
30 Mar 2022

Org. Biomol. Chem., 2022,20, 3540-3549

A novel quinoline-based NNN-pincer Cu(II) complex as a superior catalyst for oxidative esterification of allylic C(sp3)–H bonds

K. M. Das, A. Pal, N. N. Adarsh and A. Thakur, Org. Biomol. Chem., 2022, 20, 3540 DOI: 10.1039/D2OB00220E

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