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Updated: Jan 14, 2026

Hydrolysis of a Ni-Schiff-Base Complex Using Conditions Suitable for Retention of Acid-labile Protecting Groups
Published on: April 6, 2017
Activation and Functionalization of Organic Disulfides by Bis(Perfluoroalkyl) Complexes of Nickel(II)
Cherry Mae T Ravidas1,2, Roger E Cramer3, David A Vicic1
1Department of Chemistry, Lehigh University, 6 E Packer Ave., Bethlehem, Pennsylvania 18015, United States.
Abstract:
The [(MeCN)2Ni-(Rf)2] platform was used to study the oxidative addition of 8,8'-diquinolyl disulfide. The oxidative addition proceeds to afford [Ni-(Rf)2(SR)2] intermediates, which then eliminate Raryl-S-Rfluoroalkyl 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-Cperfluoroalkyl bond forming reductive eliminations. These results show that such metal-mediated coupling reactions are viable and worthy of consideration in new methods development.
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