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Synthesis of new triazolyl-oxazoline chiral ligands and study of their coordination to Pd(II) metal centers
[Display omitted] •An improved protocol for the synthesis of triazole-oxazoline ligands is reported.•The ligands were successfully employed for the preparation of Pd(II)-allyl complexes.•Mono- and dimeric Pd(II) chloro-complexes were isolated.•The oxazoline part of the ligand is the preferred ligand...
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Published in: | Inorganica Chimica Acta 2019-12, Vol.498, p.119129, Article 119129 |
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Main Authors: | , , , , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
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Summary: | [Display omitted]
•An improved protocol for the synthesis of triazole-oxazoline ligands is reported.•The ligands were successfully employed for the preparation of Pd(II)-allyl complexes.•Mono- and dimeric Pd(II) chloro-complexes were isolated.•The oxazoline part of the ligand is the preferred ligand part for Pd(II).
We report an improved protocol for the synthesis of TryOx, a family of N,N chiral ligands in which a 1,2,3-triazol-4-yl moiety bears a chiral 2-oxazoline as the substituent in 4 position. TryOxs were successfully employed for the preparation of cationic Pd(II)-allyl complexes of formulation [Pd(allyl)(TryOx)]+ in which they behave as bidentate N,N chelating ligands. On the other hand, reaction of TryOxs with an equimolecular amount of [PdCl2(CH3CN)2] leads to the formation of neutral complexes which according to NMR, ESI-MS and molar mass determination (VPO) appear to be dimeric species of formulation [PdCl(µCl)(TryOx)]2 in which monodentate TryOxs link to palladium with the N atom of the oxazoline ring. X-rays diffraction studies show that upon crystallization these dimers transform into monomeric compounds of formulation [PdCl2(TryOx)], where the ligands behave as N,N chelating.
Treatment of the [PdCl(µCl)(TryOx)]2 dimers with an equivalent of TryOx affords mononuclear neutral dichloro species of formulation [PdCl2(TryOx)2]. X-ray diffraction studies show that the two TryOx units are equivalent behaving as monodentate ligands coordinated to the metal through the oxazoline N atom. |
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ISSN: | 0020-1693 1873-3255 |
DOI: | 10.1016/j.ica.2019.119129 |