A Catecholaldimine-Based NiII-Complex as an Effective Catalyst for the Direct Conversion of Alcohols to trans-Cinnamonitriles and Aldehydes

A nickel­(II) complex [Ni­(HL)2] 1 was synthesized by treatment of a new catecholaldimine-based ligand with NiCl2·6H2O in methanol at room temperature. Complex 1 showed excellent catalytic activity where aromatic and heterocyclic alcohols were rapidly converted into trans-cinnamonitrile in a one-pot...

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Veröffentlicht in:Journal of organic chemistry 2023-06, Vol.88 (11), p.7448-7453
Hauptverfasser: Sharma, Vivek, Chavan, Kailas Arjun, Mali, Ghanshyam, Sarkar, Dipanjana, Lama, Prem, Majumder, Moumita, Erande, Rohan D., Metre, Ramesh K.
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Sprache:eng
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Zusammenfassung:A nickel­(II) complex [Ni­(HL)2] 1 was synthesized by treatment of a new catecholaldimine-based ligand with NiCl2·6H2O in methanol at room temperature. Complex 1 showed excellent catalytic activity where aromatic and heterocyclic alcohols were rapidly converted into trans-cinnamonitrile in a one-pot manner via oxidative olefination in the presence of KOH. The potential of the disclosed catalyst and the results obtained for the direct conversion of alcohols to two different functionalities (trans-cinnamonitrile and aldehydes) are well supported by DFT studies.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c03067