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Electronic effects of aromatic rings on the catalytic activity of ‎dioxidomolybdenum(VI)-hydrazone complexes

Bikas, Rahman; Lippolis, Vito; Noshiranzadeh, Nader; Farzaneh-Bonab, Hossein; Blake, Alexander J.; Siczek, Milosz; Hosseini-Monfared, Hassan; Lis, Tadeusz

Electronic effects of aromatic rings on the catalytic activity of ‎dioxidomolybdenum(VI)-hydrazone complexes Thumbnail


Authors

Rahman Bikas

Vito Lippolis

Nader Noshiranzadeh

Hossein Farzaneh-Bonab

Alexander J. Blake

Milosz Siczek

Hassan Hosseini-Monfared

Tadeusz Lis



Abstract

Nine dioxidomolybdenum(VI) complexes were synthesized by the ‎reaction of MoO3 with tridentate hydrazone Schiff base ligands ‎obtained from the reaction of aromatic acid hydrazides (3-hydroxy-2-‎naphthoic acid hydrazide, 4-pyridine carboxylic acid hydrazide or 2-‎furane carboxylic acid hydrazide) and ortho-hydroxy aldehyde ‎derivatives (5-iodo-2-hydroxybenzaldehyde, 2-hydroxy-1-‎naphthaldehyde or 2-hydroxy-3-methoxybenzaldehyde). All ligands ‎and complexes were characterized by elemental analysis and ‎spectroscopic methods. The structures of seven complexes were ‎further elucidated by single-crystal X-ray diffraction analysis which ‎indicated a distorted octahedral geometry at the metal centre. ‎Spectroscopic and X-ray analyses indicated that the ligands are ‎coordinated to the molybdenum(VI) ion as dinegative ligands due to ‎deprotonation of phenolic OH and amidic NH groups upon ‎complexation. These complexes were used as catalyst in ‎the oxidation of cyclooctene and thioanisol in the presence of ‎hydrogen peroxide as environmental friendly oxidant. In order to ‎achieve the highest catalytic activity, the effects of important ‎parameters such as solvent, temperature and the molar ratio of ‎oxidant to substrate were optimized. The results indicate that ‎electron-withdrawing substituents on the ligands increase the ‎catalytic activity of dioxidomolybdenum(VI)-hydrazone complexes.‎

Citation

Bikas, R., Lippolis, V., Noshiranzadeh, N., Farzaneh-Bonab, H., Blake, A. J., Siczek, M., …Lis, T. (2017). Electronic effects of aromatic rings on the catalytic activity of ‎dioxidomolybdenum(VI)-hydrazone complexes. European Journal of Inorganic Chemistry, 2017(6), 999-1006. https://doi.org/10.1002/ejic.201601359

Journal Article Type Article
Acceptance Date Dec 13, 2016
Online Publication Date Dec 13, 2016
Publication Date Feb 28, 2017
Deposit Date Dec 16, 2016
Publicly Available Date Mar 28, 2024
Journal European Journal of Inorganic Chemistry
Print ISSN 1434-1948
Electronic ISSN 1099-0682
Publisher Wiley
Peer Reviewed Peer Reviewed
Volume 2017
Issue 6
Pages 999-1006
DOI https://doi.org/10.1002/ejic.201601359
Public URL https://nottingham-repository.worktribe.com/output/833729
Publisher URL http://onlinelibrary.wiley.com/wol1/doi/10.1002/ejic.201601359/abstract
Additional Information This is the peer reviewed version of the following article: Electronic effects of aromatic rings on the catalytic activity of dioxidomolybdenum(VI)-hydrazone complexes / Rahman Bikas1, Vito Lippolis, Nader Noshiranzadeh, Hossein Farzaneh-Bonab, Alexander J. Blake, Milosz Siczek, Hassan Hosseini-Monfared and Tadeusz Lis, which has been published in final form at http://dx.doi.org/10.1002/ejic.201601359. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.

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