Work

Activation and Functionalization of Organic Disulfides by Bis(Perfluoroalkyl) Complexes of Nickel(II)

Year: 2025

Type: article

Abstract: High Resolution Image Download MS PowerPoint Slide The [(MeCN) 2 Ni(R f ) 2 ] platform was used to study the oxidative addition of 8,8′-diquinolyl disulfide. The oxidative addition proceeds to afford [Ni(R f ) 2 (SR) 2 ] intermediates, which then eliminate R aryl -S-R fluoroalkyl products through consecutive carbon–sulfur bond-forming steps. The high-valent states of the nickel complexes are required to reductively eliminate the cross-coupled product, and it was shown through stoichiometric reactions that both the singly and doubly oxidized states can trigger the S–C perfluoroalkyl bond forming reductive eliminations. These results show that such metal-mediated coupling reactions are viable and worthy of consideration in new methods development.

Source: Organometallics

DOI: 10.1021/acs.organomet.5c00310

Authors: Cherry Mae T. Ravidas, Roger E. Cramer, David A. Vicic

Institutions: University of the Philippines Los Baños, Lehigh University, University of Hawaiʻi at Mānoa, University of Hawaii System

Language: English

Topic: Organometallic Complex Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: Engineering Research Centers, Division of Chemistry