Achiral and chiral NNN-pincer nickel complexes with oxazolinyl backbones: application in transfer hydrogenation of ketones

TitleAchiral and chiral NNN-pincer nickel complexes with oxazolinyl backbones: application in transfer hydrogenation of ketones
Publication TypeJournal Article
Year of Publication2021
AuthorsJagtap, RA, Ankade, SB, Gonnade, RG, Punji, B
JournalNew Journal of Chemistry
Volume45
Issue27
Pagination11927-11936
Date PublishedJUL
Type of ArticleArticle
ISSN1144-0546
AbstractWe describe the synthesis of new NNN-oxazolinyl-pincer nickel complexes and their application in the transfer hydrogenation of ketones. Achiral NNN-ligands, R `(2)-oxazolinyl-2-C6H4-NH-C(O)CH2NEt2 [((R ` 2-OxNNNEt2))-H; R' = H (3a), R ` = Me (3b)], and chiral ligands, (R)-R `-oxazolinyl-2-C6H4-NH-C(O)CH2NEt2 [(R)-((R `-OxNNNEt2))-H; R ` = Ph (3c), R ` = CH2Ph (3d), R ` = Pr-i (3e), R ` = (CH2Pr)-Pr-i (3f)], were efficiently synthesized. Treatment of these ligands with (DME)NiCl2 afforded the desired amido-pincer nickel complexes, ((R ` 2-OxNNNEt2))NiCl [R ` = H (4a), R ` = Me (4b)] and ((R `-OxNNNEt2))NiCl [R ` = Ph (4c), R ` = CH2Ph (4d), R ` = Pr-i (4e), R ` = (CH2Pr)-Pr-i (4f)], in good yields. All the ligand precursors and nickel complexes were thoroughly characterized by various analytical techniques. The molecular structures of 4a, 4d and 4f were established by X-ray crystallography. The developed nickel complexes were found to be efficient catalysts for the transfer hydrogenation of ketones using (PrOH)-Pr-i as a viable hydrogen source. Enantioselectivity in hydrogenation was not observed with the developed chiral catalysts.
DOI10.1039/d1nj01698a
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)3.591
Divison category: 
Catalysis and Inorganic Chemistry
Center for Material Characterization (CMC)

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