Issue 25, 2024

Tri-coordinated zinc alkyl complexes with N^S/Se coordination of imino-phosphanamidinate chalcogenide ligands as precursors for efficient hydroboration of nitriles and esters

Abstract

A series of tri-coordinated zinc alkyl complexes with the general molecular formula [κ2NE-{NHIRP(Ph)(E)N-Dipp}ZnEt] [R = Dipp (2,6-diisopropylphenyl), E = S (3a), Se (3b) and R = tBu (tert-butyl), E = S (4a), Se (4b)] bearing imino-phosphanamidinate chalcogenide ligands were prepared in good yields from the reaction between the protic imino-phosphanamidinate chalcogenide ligand [NHIRP(Ph)(E)NH-Dipp] [R = Dipp, E = S (1a), Se (1b) and R = tBu, E = S (2a), Se (2b)] and diethylzinc at room temperature. The molecular structures of all the zinc complexes were established by single-crystal X-ray diffraction analysis. In the solid state, all complexes exhibited a distorted trigonal planar geometry around the zinc ion. Metal-chalcogenide (Zn–S/Se) interactions were observed in the coordination sphere. These zinc alkyl complexes were employed as pre-catalysts in the hydroboration reaction of nitriles and esters to obtain the corresponding N,N-diborylamines and boronate esters, respectively, under ambient conditions. A wide substrate scope of nitriles and esters is presented.

Graphical abstract: Tri-coordinated zinc alkyl complexes with N^S/Se coordination of imino-phosphanamidinate chalcogenide ligands as precursors for efficient hydroboration of nitriles and esters

Supplementary files

Article information

Article type
Paper
Submitted
21 Mar 2024
Accepted
21 May 2024
First published
24 May 2024

Dalton Trans., 2024,53, 10592-10602

Tri-coordinated zinc alkyl complexes with N^S/Se coordination of imino-phosphanamidinate chalcogenide ligands as precursors for efficient hydroboration of nitriles and esters

H. Karmakar, G. S. Kumar, K. Pal, V. Chandrasekhar and T. K. Panda, Dalton Trans., 2024, 53, 10592 DOI: 10.1039/D4DT00840E

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