Synthesis, structural characterization and catalytic application of zinc and cadmium sulfur complexes with imidazol-2-ylidene-N’-phenylthiourea ligand scaffold

Narvariya, Rajrani and Das, Suman and Jain, Archana and Panda, Tarun K (2022) Synthesis, structural characterization and catalytic application of zinc and cadmium sulfur complexes with imidazol-2-ylidene-N’-phenylthiourea ligand scaffold. Polyhedron, 225. pp. 1-13. ISSN 0277-5387

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Abstract

We report the synthetic and structural studies of a series of zinc metal complexes, [(Im (R) NCSN(H)Ph)(2)ZnX2] (R = Mesityl (Mes), X = Cl (1a), Br (1b), I (1c); R = 2,6-Diisopropylphenyl (Dipp), X = Cl (2a), Br (2b), I (2c)) and the cadmium metal complexes [(Im (R) NCSN(H)Ph)(2)CdX2] (R = Mes, X = Cl (3a), I (3b)] and [(Im (R) NCSN(H)Ph)CdX](2) [R = Dipp, X = Cl (4a), I (4b)). The solid-state structures of metal complexes 1c, 2c, 3a, 4a, and 4b were established by single-crystal X-ray diffraction analysis. The zinc complexes 1c, 2c, and cadmium complex 3a are isostructural in solid-state, and in each case, the metal ion is ligated with two ligand moieties in a monodentate fashion via the sulfur atom. Despite similar coordination features, they exhibited a marked variation in the orientation of phenylthiourea scaffold as well as hydrogen-bonding interactions. The solid-state structures of cadmium complexes 4a and 4b involve a centrosymmetric dimer containing four-membered ring -[Cd-X-]2, formed by mu(2)-coordination of the halide group on each cadmium atom. In all the complexes, the metal ion (Zn2+/Cd2+) adopts a distorted tetrahedral MS2X2 environment. Additionally, the catalytic activity of [(Im(Mes)NCSN(H) Ph)(2)ZnI2] (1c) as an active pre-catalyst is reported in the N-H addition of amines to readily available carbo-diimides to produce a series of substituted guanidine derivatives in an excellent yield. The zinc complex 1c showed very good conversion and tolerance of a broad and valuable substrate scope during the guanidine formation.

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IITH Creators:

IITH Creators	ORCiD
Panda, Tarun K	http://orcid.org/0000-0003-0975-0118

Item Type:

Article

Additional Information:

This work was supported by the Science and Engineering Research Board (SERB) -Teaching Associateship for Research Excellence (TARE) , Department of Science and Technology (DST) , Government of India, under project no. (TAR/2020/000003) . The instrumental facilities were provided by the Indian Institute of Technology, Hyderabad (IITH) . R.N. thanks CSIR, India, for her Ph.D. fellowship (09/1001 (0040) /2018- EMR-1) .

Uncontrolled Keywords:

ZincCadmiumImidazol-2-ylidene-N’-phenylthioureaGuanidineMetal sulfur complex

Subjects:

Chemistry

Divisions:

Department of Chemistry

Depositing User:

. LibTrainee 2021

Date Deposited:

05 Sep 2022 08:56

Last Modified:

05 Sep 2022 08:56