Gold Redox Catalysis with a Selenium Cation as a Mild Oxidant

Authors

Jin Wang, Shandong Normal University
Chiyu Wei, University of South Florida, Tampa
Xuming Li, University of South Florida, Tampa
Pengyi Zhao, New Jersey Institute of Technology
Chuan Shan, University of South Florida, Tampa
Lukasz Wojtas, University of South Florida, Tampa
Hao Chen, New Jersey Institute of Technology
Xiaodong Shi, University of South Florida, Tampa

Document Type

Article

Publication Date

5-12-2020

Abstract

Gold-catalyzed alkyne and allene diselenations were developed. Excellent regioselectivity (trans) and good to excellent yields were achieved (up to 98 % with 2 % catalyst loading) with a wide range of substrates. Mechanistic investigation revealed the formation of a vinyl gold(I) intermediate followed by an intermolecular selenium cation migration, suggesting that a gold(I/III) redox process was successfully implemented under mild conditions.

Identifier

85083420595 (Scopus)

Publication Title

Chemistry A European Journal

External Full Text Location

https://doi.org/10.1002/chem.202000166

e-ISSN

15213765

ISSN

09476539

PubMed ID

32037616

First Page

5946

Last Page

5950

Issue

27

Volume

26

Grant

CHE‐1665122

Fund Ref

National Science Foundation

Recommended Citation

Wang, Jin; Wei, Chiyu; Li, Xuming; Zhao, Pengyi; Shan, Chuan; Wojtas, Lukasz; Chen, Hao; and Shi, Xiaodong, "Gold Redox Catalysis with a Selenium Cation as a Mild Oxidant" (2020). Faculty Publications. 5305.
https://digitalcommons.njit.edu/fac_pubs/5305