Hydroamination of isocyanates and isothiocyanates by alkaline earth metal initiators supported by a bulky iminopyrrolyl ligand

Bano, Kulsum and Anga, Srinivas and Jain, Archana and Nayek, Hari Pada and Panda, Tarun K (2020) Hydroamination of isocyanates and isothiocyanates by alkaline earth metal initiators supported by a bulky iminopyrrolyl ligand. New Journal of Chemistry, 44 (22). pp. 9419-9428. ISSN 1144-0546

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Abstract

A series of new heteroleptic alkaline earth (Ae) metal complexes of general formula [{(Ph2CHN-CH)2C4H2N}AeI(THF)3] {Ae = Ca (2), Sr (3), and Ba (4)} were synthesizedviasalt metathesis by reacting potassium salt of ligand1-K[{(Ph2CHN-CH)2C4H2N}K(THF)2] with anhydrous alkaline earth metal diiodides (AeI2). The homoleptic calcium and barium complexes [{(Ph2CHN-CH)2C4H2N}2Ae] [Ae = Ca (5), Ba (6)] were prepared by treating metal bis-hexamethyldisilazide [Ae{N(SiMe3)2}2(THF)2] with the protic ligand1-H[(Ph2CH-N-CH)2C4H2NH] in a 1:2 molar ratio. Calcium complex5was used as an active pre-catalyst for the addition of N-H bond of arylamines across the heterocumulenes such as phenylisocyanate (PhNCO) and phenylisothiocyanate (PhNCS) under neat conditions, and up to 99% yields of the corresponding urea and thiourea derivatives were obtained.

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IITH Creators:

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

Item Type:

Article

Uncontrolled Keywords:

alkaline earth metal; aromatic amine; azide; barium; barium ion; calcium; calcium ion; hydrogen; isocyanic acid derivative; isothiocyanic acid derivative; nitrogen; phenyl isocyanate; phenyl isothiocyanate; pyrrole derivative; strontium; thiourea derivative;General formulas; Heterocumulenes; Hydroaminations; Iminopyrrolyl ligands; Isothiocyanates; Phenylisocyanate; Potassium salts; Thiourea derivatives

Subjects:

Chemistry
Chemistry > Inorganic chemistry

Divisions:

Department of Chemistry

Depositing User:

. LibTrainee 2021

Date Deposited:

15 Jun 2021 06:07

Last Modified:

15 Jun 2021 06:07

URI:

http://raiithold.iith.ac.in/id/eprint/7915