Chiral tricyclic triazolooxazine derived mesoionic carbene (MIC)-Pd(II) complexes of cyclohexene oxide scaffold: Synthesis, structure, and characterizations

Manoj Kumar Gangwar, Ray J. Butcher

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3 Scopus citations

Abstract

We herein report the well-defined two novel chiral palladium(II) complexes 1(b−c), of the chiral N-fused tricyclic triazolooxazine derived mesoionic carbene (tz-MIC) ligand 1a. The chiral tricyclic PEPPSI type complex (pyridine enhanced pre-catalyst preparation stabilization and initiation) namely, trans-[tz-MIC)-PdI2(pyridine)] (1b), and the chiral tricyclic bis(tz-MIC)-palladium complex namely, cis-[tz-MIC)2-PdCl2] (1c). The chiral tricyclic trans-[tz-MIC)-PdI2(pyridine)] PEPPSI type complex (pyridine enhanced pre-catalyst preparation stabilization and initiation) (1b) was directly obtained from their respective chiral tricyclic triazolooxazinium iodide salt (1a), by treatment with PdCl2 and K2CO3 in pyridine in 77% yield. The chiral tricyclic triazolooxazinium iodide salt (1a), was first converted to its in-situ silver analogue by reaction with Ag2O and then subsequently upon treatment with (COD)PdCl2 to produce the chiral tricyclic (tz-MIC)2PdCl2 type palladium complex (1c) in 84% yield. All these palladium complexes were isolated for the first time and structurally characterized by 1H NMR and 13C{1H}-NMR spectroscopy, FT-IR spectroscopy, mass spectrometry, elemental analysis and single crystal X-ray crystallography.
Original languageEnglish (US)
Pages (from-to)121598
JournalJournal of Organometallic Chemistry
Volume930
DOIs
StatePublished - Nov 1 2020

Bibliographical note

KAUST Repository Item: Exported on 2020-11-17
Acknowledgements: MKG thanks to the Council of Scientific and Industrial Research (CSIR File No: 09/087(0663)/2010-EMR-I), New Delhi, for financial support of this research. The author gratefully acknowledge to the Single Crystal X-ray Diffraction Facility, Department of Chemistry IIT Bombay, India. The author also thanks to Professor P. Ghosh from Department of Chemistry, IIT Bombay, for his technical support. The author thanks to Professor Raymond John Butcher for solving the Single Crystal X-ray structures. The author gratefully acknowledge to CSIR, New Delhi for research fellowship.

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