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The reaction of oxidorhenium(v) with dipodal and tripodal aroylhydrazines: formation of dinuclear and trinuclear aroylhydrazone-bridged rhenium(v) complexes


Mukiza, Janvier; Blacque, Olivier; Habarurema, Gratien; Kampire, Edwige (2020). The reaction of oxidorhenium(v) with dipodal and tripodal aroylhydrazines: formation of dinuclear and trinuclear aroylhydrazone-bridged rhenium(v) complexes. New Journal of Chemistry, 44(17):7080-7090.

Abstract

The chemistry of aroylhydrazines has been attracting attention mainly due to the residual functional group, -CONH-NH2, which has important effects on hydrophilicity and has the potential to provide special interaction sites for targeting molecules. The reaction of a dipodal aroylhydrazine, typically isophthalohydrazide (isphz), with trans-[ReOX3(PPh3)(2)] in acetone led to the isolation of ligand-bridged oxidorhenium(v) dinuclear complexes (mu-dphz)[ReOX2(PPh3)](2), (X = Cl (1), Br (2). The novel dianion dipodal aroylhydrazone Schiff base N '(1),N '(3)-di(propan-2-ylidene)isophthalohydrazide (dphz(2-)) was formed by the condensation of acetone with isphz and coordinated to each of the [ReO](3+) units as a monoanionic N,O-donor chelate, bridging via the dphz(2-) dianion. The reaction of a tripodal aroylhydrazine, typically benzene-1,3,5-tricarbohydrazide (bthz), with trans-[ReOBr3(PPh3)(2)] in acetone led to the isolation of the ligand-bridged oxidorhenium(v) trinuclear complex (mu-tbhz)[ReOBr2(PPh3)](3) (3). The novel trianion tripodal aroylhydrazone Schiff base N '(1),N '(3),N '(5)-tri(propan-2-ylidene)benzene-1,3,5-tricarbohydrazide (tbhz(3-)) was also formed from the condensation of acetone with bthz and coordinated to each of the [ReO](3+) units as a monoanionic N,O-donor chelate, bridging via the tbhz(3-) trianion. The crystal structures, infra-red (IR), H-1-NMR, and P-31-NMR spectroscopy of the complexes are reported. In addition, the density functional theory (DFT) calculations and the chromatographic behavior of the synthesised complexes are studied.

Abstract

The chemistry of aroylhydrazines has been attracting attention mainly due to the residual functional group, -CONH-NH2, which has important effects on hydrophilicity and has the potential to provide special interaction sites for targeting molecules. The reaction of a dipodal aroylhydrazine, typically isophthalohydrazide (isphz), with trans-[ReOX3(PPh3)(2)] in acetone led to the isolation of ligand-bridged oxidorhenium(v) dinuclear complexes (mu-dphz)[ReOX2(PPh3)](2), (X = Cl (1), Br (2). The novel dianion dipodal aroylhydrazone Schiff base N '(1),N '(3)-di(propan-2-ylidene)isophthalohydrazide (dphz(2-)) was formed by the condensation of acetone with isphz and coordinated to each of the [ReO](3+) units as a monoanionic N,O-donor chelate, bridging via the dphz(2-) dianion. The reaction of a tripodal aroylhydrazine, typically benzene-1,3,5-tricarbohydrazide (bthz), with trans-[ReOBr3(PPh3)(2)] in acetone led to the isolation of the ligand-bridged oxidorhenium(v) trinuclear complex (mu-tbhz)[ReOBr2(PPh3)](3) (3). The novel trianion tripodal aroylhydrazone Schiff base N '(1),N '(3),N '(5)-tri(propan-2-ylidene)benzene-1,3,5-tricarbohydrazide (tbhz(3-)) was also formed from the condensation of acetone with bthz and coordinated to each of the [ReO](3+) units as a monoanionic N,O-donor chelate, bridging via the tbhz(3-) trianion. The crystal structures, infra-red (IR), H-1-NMR, and P-31-NMR spectroscopy of the complexes are reported. In addition, the density functional theory (DFT) calculations and the chromatographic behavior of the synthesised complexes are studied.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Scopus Subject Areas:Physical Sciences > Catalysis
Physical Sciences > General Chemistry
Physical Sciences > Materials Chemistry
Uncontrolled Keywords:Materials Chemistry, General Chemistry, Catalysis
Language:English
Date:1 January 2020
Deposited On:27 Oct 2020 08:27
Last Modified:27 Jun 2021 07:09
Publisher:Royal Society of Chemistry
ISSN:1144-0546
OA Status:Closed
Publisher DOI:https://doi.org/10.1039/d0nj00182a
Related URLs:https://www.x-mol.com/paper/1245438292340293632 (Publisher)

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