Copper(i)-based oxidation of polycyclic aromatic hydrocarbons and product elucidation using vacuum ultraviolet spectroscopy and theoretical spectral calculations

Abstract

Fluorinated 1,3,5-triazapentadienyl complexes of copper catalyze the oxidation PAHs to quinones using H2O2 as an oxidant under mild conditions.

Ethylene-Bridged Hexadentate Bis(amidines) and Bis(amidinates) with Variable Binding Sites

“…Although related trans -1,2-diaminocyclohexane-linked tetradentate ( t -1,2-DACH-)­bis­(amidines) and their corresponding alkali metal complexes have been in the focus of two earlier studies, significantly less attention has been devoted to bis­(amidines) bearing additional terminal N -donor sites. , This is surprising, as these bis­(amidines) are generally interesting in terms of their potential as hexadentate ligands and hydrogen bond donor–acceptor properties in feasible supramolecular assemblies. This becomes obvious when the large family of related nonaromatic 1,3,5-triazapentadienes and pentaazadienes, their less explored N -analogues, is considered. − In particular, 1,3,5-triazapentadiene anions have been employed as versatile ligands for Groups 1–2 and 7–13 element complexes as well as in accompanying catalytic applications. , The corresponding BF 2 /BPh 2 complexes are of significant interest as highly luminescent materials. , Out of this selection, linked bis- and tris­(1,3,5-triazapentadienes) have been described in the literature as well. ,,, Among the less prominent linked ( t -1,2-DACH-)­bis­(amidines), only one example with terminal pyridyl substituents has been reported so far . Remarkably, closely related pyridylbenzamidines are well-known for decades and have recently attracted considerable attention as ligands in nickel- and palladium-catalyzed cross coupling reactions and in olefin polymerization/oligomerization .…”

Dioxiranes: a half-century journey

“…The oxidation of aromatic and polyaromatic compounds produces important useful products. 106,[224][225][226][227] Jeyaraman and Murray employed 9 (in situ) for the oxidation of arenes in the presence of a PTC at pH ∼ 7.5-8.5 (Scheme 61). 228 Phenanthrene (278), pyrene (280) and naphthalene (282) produced epoxy products, whereas anthracene (284) gave oxidation product 9,10-anthraquinone (285).…”

Co(ii/iii), Ni(ii) and Cu(ii) complexes with a pyrazole-functionalized 1,3,5-triazopentadiene: synthesis, structure and application in the oxidation of styrene to benzaldehyde

“…In contrast to transition metal β-diketonates or β-diketiminates, the application of metal complexes of 1,3,5-triazopentadienyl ligands in homogeneous catalysis is comparatively rare. 4 However, the H-bond donor or acceptor sites of H 5 L·HCl (Scheme 1) can make it a good candidate for the construction of multifunctional metal complex catalysts. 5…”