N‐heterocyclic Thiols based Copper Complexes: Syntheses, Structure and Catalytic Studies for Azide‐Alkyne Cycloaddition Reaction

Author:

Peerappa Yadav Suraj1,Sahil Deepika2,Singh Chauhan Rohit1ORCID,Butcher R. J.3,Tyagi Adish4,Karmakar Gourab4,Dash Chandrakanta2

Affiliation:

1. Department of Chemistry K. J. Somaiya College of Science and Commerce Vidyavihar 400077 Mumbai India

2. Department of Chemistry School of Chemical Sciences and Pharmacy Central University of Rajasthan Bandarsindri, Kishangarh 305817 Ajmer Rajasthan India

3. Department of Chemistry Howard University 20059 Washington DC USA

4. Chemistry Division Bhabha Atomic Research Centre Trombay 400085 Mumbai India

Abstract

AbstractTreatment of [CuCl2(PPh3)2] with N‐heterocyclic thiols, i. e., 4,6‐dimethyl pyrimidine‐2‐thiol (dmpymSH), pyridine‐2‐thiol (pySH), resulted partially substituted product [CuCl(L)(PPh3)2] (L=C5H4NSH (pySH), SC4H(4,6‐Me2N2H) (dmpymSH). However, similar reaction with [CuI(PPh3)]4 yielded a products [CuI(pySH)(PPh3)2] (py=C5H4N) and [CuI(dmpymSH)(PPh3)2] (dmpym=C4H(4,6‐Me2N2); respectively. The molecular structure of complex [CuCl(dmpymSH)(PPh3)2].CH3CN (1 b) has been determined through the single crystal X‐ray crystallography technique. All the synthesized complexes were fully characterized through various spectroscopic techniques (IR, 1H, 13C{1H}, 31P{1H} NMR). The complexes 1 a, 1 b, 2 a and 2 b showed excellent catalytic activities for azide‐alkyne cycloaddition reaction in water as green solvent upto 90 % yield with 0.5 mol % of catalyst loading. Among all the synthesized complexes, compound [CuI(pySH)(PPh3)2] (2 a) turned up as a better catalyst with 90 % yield, applying 0.5 mol % catalyst.

Publisher

Wiley

Subject

General Chemistry

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