Cyclic Endoperoxides Based on Triphenylantimony(V) Catecholates: The Reversible Binding of Dioxygen

Абакумов, Г. А.; Cherkasov, V. K.; Grunova, Ekaterina; Poddel’skii, A. I.; Abakumova, L. G.; Kurskii, Yu. A.; Fukin, Georgy K.; Баранов, Е. В.

doi:10.1007/s10631-005-0077-3

Cited by 34 publications

(23 citation statements)

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“…3,6-Di-tert-butyl-o-benzoquinones (3,6-Q) are particularly interesting due to the possibility of the red-ox processes [3,6-Q] [semiquinone] •-[catecholate] 2-in the metal coordination sphere that influence the structure and properties of the metal complexes. Recently, the catecholate and closely related o-amidophenolate antimony(V) complexes were demonstrated to reversibly bind dioxygen [5][6][7], which makes these compounds even more important. Despite these results, there are no publications focused exclusively on the structural aspects of the 3,6-Q compounds.…”

Section: Introductionmentioning

confidence: 99%

Geometrical and energetical aspects of structure of 3,6-di-tert-butyl-o-benzoquinones

et al. 2010

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From the geometrical point of view, all observed conformations of the 3,6-di-tert-butyl-o-benzoquinone fragments are determined by the inequivalent positions of the Me groups of the tBu substitutes relative to the carbonyl oxygen atoms. The geometrical inequivalence is believed to cause the energetic inequivalence of the Me groups. The relevant quantum mechanical computations revealed intramolecular contacts of the C=OÁÁÁH-(tBu)-type (2.37-3.83 kcal/mole) that can be interpreted to be hydrogen bonding interactions.

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Section: Introductionmentioning

confidence: 99%

Geometrical and energetical aspects of structure of 3,6-di-tert-butyl-o-benzoquinones

et al. 2010

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“…From the chemical point of view, the interest in investigating the antimony catecholate complexes stems from the possibility of redox reactions ([catecholate] 2-$ [semiquinone] •-) that, in turn, defines the properties and composition of these compounds [5][6][7][8]. Additionally, the catecholates and their related amidophenolate structural analogs were demonstrated to reversibly bind dioxygen, which enhances the interest in this class of compounds [9][10][11].…”

Section: Resultsmentioning

confidence: 99%

“…The maximum difference in the G-parameter values is computed for 1 Fig. 1 Typical geometries of complexes R 3 CatSb(V) Á L (1-9) and R 3 CatSb(V) Á L (7*, [10][11][12]. (4); R 1 = Ph, R 2,3 = Cl, R 4-7 = Cl, L = OEt 2 (5); R 1-3 = Ph, R 4-7 = H, L = OPPh 3 (6); R 1-3 = Ph, R 4-7 = H, L = OH 2 (7); R 1-3 = Ph, R 4,7 = Bu t , R 5 = OMe, R 6 = H, L = MeOH (8); R 1-3 = Ph, R 4,7 = Bu t , R 5,6 = OMe, L = CH 3 CN (9).…”

Section: Resultsmentioning

confidence: 99%

Analysis of the supramolecular structures of Sb(III) and Sb(V) catecholate complexes from the viewpoint of ligand solid angles

et al. 2009

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The ligand solid angle approach has been successfully applied to the analysis of the catecholate complexes of Sb(III) and Sb(V). The Sb(III) complexes possess an electron lone pair that influences their molecular structure but does not behave as a classic ''ligand'' when intermolecular interactions are concerned. The Sb(III) complexes in solid state form numerous intermolecular interactions that effectively increase metal shielding, and herein we analyze the effects of the lone pair of electrons on the complex coordination geometry. In the five-coordinate R 3 CatSb(V) complexes (Cat = catecholate ligand, R = Ph, Me, Cl) the metal is shielded by 87(3)% and multiple intermolecular contacts are observed. The central metal in the six-coordinate antimony(V) complexes R 3 CatSb(V) Á L is shielded to the extent of 89(2)% and no strong attractive intermolecular interactions are detected in solid state. Thus, the metal shielding in excess of 85% is required to prevent complex dimerization or additional ligation of the central atom by a nucleophile.Keywords Catecholate complexes of Sb(III) and Sb(V) Á Supramolecular structure Á Steric saturation of the metal coordination environment Á The ligand solid angle approach

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“…[14][15][16]. The combination of antimony and redox-active o-quinone type ligands have revealed next one unusual property of non-transition metal complexes -the reversible binding of molecular oxygen [17][18][19]. These circumstances cause our interest to new antimony complexes with o-quinonato type ligands which can serve as oxidizing agents, dioxygen carriers etc.…”

Section: Introductionmentioning

confidence: 99%

Antimony(V) catecholato complexes based on 4,5-dialkylsubstituted o-benzoquinone. The spectroscopic and electrochemical studies. Crystal structure of [Ph4Sb]+[Ph2Sb(4,5-Cat)2]−

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et al. 2010

Journal of Organometallic Chemistry

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Cyclic Endoperoxides Based on Triphenylantimony(V) Catecholates: The Reversible Binding of Dioxygen

Cited by 34 publications

References 8 publications

Geometrical and energetical aspects of structure of 3,6-di-tert-butyl-o-benzoquinones

Geometrical and energetical aspects of structure of 3,6-di-tert-butyl-o-benzoquinones

Analysis of the supramolecular structures of Sb(III) and Sb(V) catecholate complexes from the viewpoint of ligand solid angles

Antimony(V) catecholato complexes based on 4,5-dialkylsubstituted o-benzoquinone. The spectroscopic and electrochemical studies. Crystal structure of [Ph4Sb]+[Ph2Sb(4,5-Cat)2]−

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