Alkyl- and Arylthiolation of Aryl Halides Catalyzed by Fluorinated Bis-Imino-Nickel NNN Pincer Complexes [NiCl2{C5H3N-2,6-(CHNArf)2}]

✍ Scribed by Oscar Baldovino-Pantaleón; Simón Hernández-Ortega; David Morales-Morales

• Publisher: John Wiley and Sons
• Year: 2006
• Tongue: English
• Weight: 134 KB
• Volume: 348
• Category: Article
• ISSN: 1615-4150
• DOI: 10.1002/adsc.200505207

✦ Synopsis

Abstract

The synthesis of bis‐imino nickel(II) NNN pincer complexes of the type [NiCl~2~{C~5~H~3~N‐2,6‐(CHNAr~f~)~2~}]; Ar~f~=C~6~H~3~‐2,3‐F~2~ (1), C~6~H~3~‐2,5‐F~2~ (2), C~6~H~3~‐3,4‐F~2~ (3), C~6~H~3~‐3,5‐F~2~ (4), C~6~H~2~‐2,3,4‐F~3~ (5), C~6~H~2~‐2,3,6‐F~3~ (6), C~6~H~2~‐2,4,5‐F~3~ (7), C~6~H~2~‐2,4,6‐F~3~ (8), has been achieved and their reactivity in alkyl‐ and arylthiolation reactions of halobenzenes examined. The use of fluorinated substituents Ar~f~ on the imines has allowed the tuning of the electronics in these complexes and the influence of these substituents and those of the disulfides in the thiolation reactions have been analyzed.