Base-Promoted Consecutive Enolate Addition Reaction of [60]Fullerene with Ketones

Si Chen; Zong-Jun Li; Shu-Hui Li; Xiang Gao

doi:10.1021/acs.orglett.5b02528

Base-Promoted Consecutive Enolate Addition Reaction of [60]Fullerene with Ketones

Org Lett. 2015 Nov 6;17(21):5192-5. doi: 10.1021/acs.orglett.5b02528. Epub 2015 Oct 15.

Authors

Si Chen^{1

2}, Zong-Jun Li¹, Shu-Hui Li¹, Xiang Gao¹

Affiliations

¹ State Key Laboratory of Electroanalytical Chemistry, Changchun Institute of Applied Chemistry, University of Chinese Academy of Sciences , Chinese Academy of Sciences, 5625 Renmin Street, Changchun, Jilin 130022, China.
² College of Chemistry and Chemical Engineering, Yantai University , 30 Qingquan Road, Yantai, Shandong 264005, China.

PMID: 26468767
DOI: 10.1021/acs.orglett.5b02528

Abstract

[60]Fullerene derivatives with novel 1,4,9,25- and 1,4,9,12-configurations were obtained by reactions of C60 with aliphatic ketones and benzyl bromide under basic conditions. The structures of the products were determined by X-ray single-crystal diffraction and spectroscopic characterization. The reactions were rationalized by a monoenolate addition experiment and in situ vis-NIR spectroscopy.

Publication types

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