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

IF 2.9 3区化学 Q2 CHEMISTRY, INORGANIC & NUCLEAR

Organometallics Pub Date : 2025-10-02 DOI:10.1021/acs.organomet.5c00310

Cherry Mae T. Ravidas, , , Roger E. Cramer, , and , David A. Vicic*,

引用次数: 0

Abstract

The [(MeCN)₂Ni(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.

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镍（II）双（全氟烷基）配合物对有机二硫化物的活化和功能化

采用[(MeCN)2Ni(Rf)2]平台研究了8,8′-二喹啉二硫化物的氧化加成反应。氧化加成得到[Ni(Rf)2(SR)2]中间体，然后通过连续的碳-硫成键步骤消除raryl - s - r氟烷基产物。需要镍配合物的高价态来还原消除交叉偶联产物，通过化学计量反应表明，单氧化态和双氧化态都可以触发s-全氟烷基键形成还原消除。这些结果表明，这种金属介导的偶联反应是可行的，值得在新方法的开发中考虑。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organometallics 化学-无机化学与核化学

CiteScore

5.60

自引率

7.10%

发文量

382

审稿时长

1.7 months

期刊介绍： Organometallics is the flagship journal of organometallic chemistry and records progress in one of the most active fields of science, bridging organic and inorganic chemistry. The journal publishes Articles, Communications, Reviews, and Tutorials (instructional overviews) that depict research on the synthesis, structure, bonding, chemical reactivity, and reaction mechanisms for a variety of applications, including catalyst design and catalytic processes; main-group, transition-metal, and lanthanide and actinide metal chemistry; synthetic aspects of polymer science and materials science; and bioorganometallic chemistry.