The influence of the steric factor on the structure of indium(III) iodide complexes based on substituted o-iminobenzoquinones

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Abstract

A series of substituted o-iminobenzoquinones (6-((2,6-di-iso-propylphenyl)imino)-2,4-bis(2,4,4-trimethylpentan-2-yl)cyclohexa-2,4-dien-1-one (L1), 4-(tert-butyl)-6-((2,6-di-iso-propylphenyl)imino)-3-methoxycyclohexa-2,4-dien-1-one (L2), and 6-((2,6-di-iso-propylphenyl)imino)-3-methoxy-4-(2,4,4-trimethylpentan-2-yl)cyclohexa-2,4-dien-1-one (L3)) were used to synthesize indium(III) iodide complexes containing the redox-active ligand in its neutral form. The o-iminobenzoquinone L1 was synthesized for the first time. It was found that the structure of the obtained complexes depends on the degree of steric shielding of the carbonyl oxygen atom in the initial o-iminobenzoquinone. The sterically hindered ligand L1 forms a 1:1 adduct with InI3 (complex (L1)InI3 (I)). The absence of a substituent at the 2-position of the o-iminobenzoquinone ring promotes the formation of bis-ligand ionic derivatives {[(L2)2InI2]InI4} (II) and {[(L3)2InI2]InI4} (III). The molecular structures of L1 and the complexes I·0.5toluene, II·toluene·0.5hexane were determined by X-ray diffraction analysis (CCDC deposition numbers: 2440874 (L1), 2440875 (I·0.5toluene), 2440876 (II·toluene·0.5hexane)). The optical and electrochemical properties of the initial o-iminobenzoquinones and their corresponding indium(III) complexes were investigated. It was shown that complexation significantly enhances the oxidative properties of L1, L2, and L3.

About the authors

I. N. Meshcheryakova

Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences

Email: mina@iomc.ras.ru
Russian Federation, Nizhny Novgorod

N. O. Druzhkov

Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences

Email: mina@iomc.ras.ru
Russian Federation, Nizhny Novgorod

T. N. Kocherova

Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences

Email: mina@iomc.ras.ru
Russian Federation, Nizhny Novgorod

R. V. Rumyantcev

Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences

Email: mina@iomc.ras.ru
Russian Federation, Nizhny Novgorod

M. V. Arsenyev

Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences

Email: mina@iomc.ras.ru
Russian Federation, Nizhny Novgorod

N. M. Khamaletdinova

Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences

Email: mina@iomc.ras.ru
Russian Federation, Nizhny Novgorod

A. V. Piskunov

Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences

Author for correspondence.
Email: pial@iomc.ras.ru
Russian Federation, Nizhny Novgorod

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