One-pot sequential synthesis of acetoxylated [60]fullerene derivatives

Zhong-Xiu Chen; Guan-Wu Wang

doi:10.1021/jo047894g

One-pot sequential synthesis of acetoxylated [60]fullerene derivatives

J Org Chem. 2005 Mar 18;70(6):2380-3. doi: 10.1021/jo047894g.

Authors

Zhong-Xiu Chen¹, Guan-Wu Wang

Affiliation

¹ Hefei National Laboratory for Physical Sciences at Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China.

PMID: 15760237
DOI: 10.1021/jo047894g

Abstract

[reaction: see text] The reaction of [60]fullerene with 4-substituted phenylhydrazine hydrochlorides in refluxing chlorobenzene under aerobic conditions afforded 1-(4-substituted phenyl)-1,2-dihydro[60]fullerenes, which could be subsequently oxidized to 1-acetoxyl-4-aryl-1,4-dihydro[60]fullerenes by manganese(III) acetate dihydrate in one pot. The transformation of ArC(60)-H to ArC(60)-OAc has been realized with Mn(OAc)(3).2H(2)O for the first time.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Acetic Acid / chemistry*
Fullerenes / chemistry*
Manganese Compounds / chemistry
Molecular Conformation

Substances

Fullerenes
Manganese Compounds
fullerene C60
Acetic Acid