Synthesis and characterization of metal dithiocarbamate derivatives of (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

Azim Ziyaei Halimehjani; Vahid Amani; Fatemeh Naseri; Behrouz Notash

doi:10.1038/s41598-024-81589-3

Synthesis and characterization of metal dithiocarbamate derivatives of (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

Sci Rep. 2024 Nov 29;14(1):29718. doi: 10.1038/s41598-024-81589-3.

Authors

Azim Ziyaei Halimehjani¹, Vahid Amani², Fatemeh Naseri³, Behrouz Notash⁴

Affiliations

¹ Department of Chemistry, Sharif University of Technology, Tehran, 11155-9516, Iran. azim.ziyaei@sharif.edu.
² Department of Chemistry Education, Farhangian University, P.O. Box 14665-889, Tehran, Iran. v.amani@cfu.ac.ir.
³ Faculty of Chemistry, Kharazmi University, 49 Mofateh St, Tehran, Iran.
⁴ Department of Inorganic Chemistry, Shahid Beheshti University, Tehran, 19839 69411, Iran.

Abstract

Five metal dithiocarbamate complexes [M(PTHIQDTC)₂] [where PTHIQDTC is (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline dithiocarbamate anion and M is Ni(II) (1), Sn(II) (2), Hg(II) (3), Pb(II) (4) and Zn(II) (5)] were synthesized from the reaction of MX₂ (X is Cl^- for 1-3 and OAc^- for 4-5) with ligand of triethylammonium (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline dithiocarbamate [Et₃NH][PTHIQDTC] in methanolic solution at room temperature. The five complexes were characterized by IR, ¹H and¹³C NMR, mass spectrometry, elemental analysis and TGA analysis. Recrystallization of [Zn(PTHIQDTC)₂] (5) in dimethylsulfoxide (DMSO) converts 5 to [Zn(PTHIQDTC)₂(DMSO)] (6). The structure of complex 6 has been determined by X-ray crystallography. The X-ray structural analysis of 6 indicated that the zinc(II) is five-coordinated in a distorted trigonal-bipyramidal by four S atoms from two (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline dithiocarbamate anion ligands (PTHIQDTC) and one O atom from DMSO.

Keywords: 1,2,3,4-Tetrahydroisoquinoline; Coordination chemistry; Dithiocarbamate complex; Transition metals.