Regiospecific C(naphthyl)–H bond activation: Isolation and characterization of cyclopalladates

The regiospecific activation of C(naphthyl)–H bonds in a group of naphthylazo‐2′‐hydroxyarene ligands (H2L) has been achieved by platinum(II) compounds under different reaction conditions, and stable cycloplatinates [PtIIL(D)] have been isolated in presence of neutral Lewis bases (D). Structures of the cycloplatinate complexes of platinum(II) have been established by single‐crystal X‐ray crystallography. The platinum(II) centres are surrounded by a C,N,O‐terdentate ligand frame (L) and Lewis base (D) in a distorted square planar fashion. These cycloplatinate species have been found to react with halogens and methyl iodide undergoing metal‐centered two electron oxidation affording platinum(IV) cycloplatinates with distorted octahedral geometry. In the reactions with halogens and methyl iodide, trans oxidative addition has been found for [Pt(L)D] (D = 4‐picoline), whereas cis addition has been observed for [Pt(L)D] where D is a more sterically demanding triphenylphosphane. Structures of two representative platinum(IV) cycloplatinate species have been determined by single‐crystal X‐ray crystallography. A time dependent (TD)‐DFT study of representative cycloplatinate compounds has been performed. Optical absorption spectra of the cycloplatinate compounds in dichloromethane have been simulated using the TD‐DFT method, and the experimental spectra are in very good agreement.

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Regiospecific C(naphthyl)–H Bond Activation by Platinum(II) – Isolation, Characterization, Reactivity and TD‐DFT Study of the Cycloplatinate Complexes

Biswas

Das

Bagchi

et al. 2011

Eur J Inorg Chem

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1-Phenyldiazenyl-8-Phenylhydrazononaphthalene-7(8H)-One-2-ol: Co-Existence of Azo-Hydroxy and Hydrazo-Keto Forms

Das

Biswas

2010

J Chem Crystallogr

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Controlled C–H bond activation leads to orthometalation and ring-hydroxylation in Ni(II) and Pd(II) complexes of a common tridentate azophenyl-salicylaldimine ligand

Ali

Bhowmik

Sengupta

et al. 2022

Inorganica Chimica Acta

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Regiospecific C(naphthyl)–H bond activation: Isolation and characterization of cyclopalladates

Cited by 16 publications

References 45 publications

Regiospecific C(naphthyl)–H Bond Activation by Platinum(II) – Isolation, Characterization, Reactivity and TD‐DFT Study of the Cycloplatinate Complexes

Regiospecific C(naphthyl)–H Bond Activation by Platinum(II) – Isolation, Characterization, Reactivity and TD‐DFT Study of the Cycloplatinate Complexes

1-Phenyldiazenyl-8-Phenylhydrazononaphthalene-7(8H)-One-2-ol: Co-Existence of Azo-Hydroxy and Hydrazo-Keto Forms

Controlled C–H bond activation leads to orthometalation and ring-hydroxylation in Ni(II) and Pd(II) complexes of a common tridentate azophenyl-salicylaldimine ligand

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