One-Pot Synthesis of Diverse 1,4-[60]Fullerephenols via Three-Component Umpolung Cascade Coupling of Phenols, C60 , and Nucleophiles

Jun-Xiang Zhang; Yuan-Ze Wu; Dong-Mei Chen; Jun Xuan; Fei Li

doi:10.1002/chem.202300391

One-Pot Synthesis of Diverse 1,4-[60]Fullerephenols via Three-Component Umpolung Cascade Coupling of Phenols, C₆₀ , and Nucleophiles

Chemistry. 2023 Jun 22;29(35):e202300391. doi: 10.1002/chem.202300391. Epub 2023 May 8.

Authors

Jun-Xiang Zhang¹, Yuan-Ze Wu¹, Dong-Mei Chen¹, Jun Xuan^{1

2}, Fei Li^{1

2}

Affiliations

¹ Anhui Province Key Laboratory of Structure and Functional Regulation of Hybrid Materials, College of Chemistry & Chemical Engineering, Department of Chemistry, Anhui University, 230601, Hefei, Anhui, P. R. China.
² Key Laboratory of Structure and Functional Regulation of Hybrid Materials, Anhui University, Ministry of Education, 230601, Hefei, P. R. China.

PMID: 37069130
DOI: 10.1002/chem.202300391

Abstract

A three-component umpolung cascade coupling reaction of phenols, C₆₀ , and different nucleophiles which includes H₂ O, alcohols, triphenylamines and carbazoles was developed. Furthermore, one-pot 1,4-bisphenol coupling on C₆₀ has been realized by this method. This practical protocol features high chemo- and regioselectivity, wide substrate range, easy operation and low cost, thus providing a robust method for the one-pot synthesis of various unsymmetrical 1,4-[60]fullerephenols.

Keywords: 1,4-[60]Fullerephenols; Umpolung cascade; [60]Fullerene; nucleophiles; phenols.

Abstract

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