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Probing the Role of π Interactions in the Reactivity of Oxygen Species: A Case of Ethylzinc Aryloxides with Different Dispositions of Aromatic Rings toward the Metal Center
Author(s) -
Mąkolski Łukasz,
Zelga Karolina,
Petrus Rafał,
Kubicki Dominik,
Zarzycki Piotr,
Sobota Piotr,
Lewiński Janusz
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201403851
Subject(s) - chemistry , reactivity (psychology) , intramolecular force , metal , aromaticity , redox , peroxide , combinatorial chemistry , hydroxide , oxidation state , active center , stereochemistry , organic chemistry , catalysis , molecule , medicine , alternative medicine , pathology
Ethylzinc derivatives of ortho ‐hydroxybiphenyl and 2,6‐diphenylphenol that bear different nuclearity and dispositions of aromatic rings toward the metal center were synthesized and structurally characterized in the solid state and solution. This family of well‐defined compounds was examined as a model system for the activation of dioxygen mediated by using complexes that feature lack of a redox‐active metal center. Experimental and theoretical studies indicate an essential role in the oxygenation process of intramolecular interactions that involve aromatic subunits. Additionally, novel results for the oxygenation chemistry of alkylzinc compounds, including the isolation and structural characterization of the unique octanuclear aryloxide (hydroxide) compound Zn 8 (OAr) 8 (OH) 6 (O 2 ) with an encapsulated peroxide species, are presented.