期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 26, 期 70, 页码 16649-16654出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202003912
关键词
acceptorless dehydrogenation; DFT; fluoroalkylation; indole; nickel
资金
- SERB, DST, India [PDF/2017/000718/CS]
- DST, India [DST/INSPIRE/04/2017/000446]
- start-up research grant ICT-IOCB
An acceptorless dehydrogenative strategy for the synthesis of polyfluoroalkylated bis-indoles is described by employing an earth-abundant nickel-based catalytic system under air. The notable feature of the present transformation is the use of bench stable and easily affordable polyfluorinated alcohols without any pre-functionalization for the introduction of precious polyfluoroalkyl groups. The developed straightforward protocol accomplished biologically relevant fluoroalkyl bis-indoles in a sustainable fashion. Extensive DFT study predicts the unique role of indole molecules which stabilizes the transition states during the dehydrogenation process of polyfluorinated alcohols, presumably through non-covalent pi...pi and H-bonding interactions.
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