Reactivity of Mo−Ot Terminal Bonds toward Substrates Having Simultaneous Proton- and Electron-Donor Properties: A Rudimentary Functional Model for Oxotransferase Molybdenum Enzymes

Dutta, Subodh Kanti; McConville, David B.; Youngs, Wiley J.; Chaudhury, Muktimoy

doi:10.1021/ic960670z

Cited by 93Metal-Catalyzed Oxygenation MechanismsMetalloenzymes and iron-sulfur proteinsOrganometallic Complex Synthesis and Catalysis

Reactivity of Mo−Ot Terminal Bonds toward Substrates Having Simultaneous Proton- and Electron-Donor Properties: A Rudimentary Functional Model for Oxotransferase Molybdenum Enzymes

Dutta, Subodh Kanti, McConville, David B., Youngs, Wiley J., Chaudhury, Muktimoy·1997·Inorganic Chemistry

DOI 10.1021/ic960670z

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Abstract

In order to study the reactivity pattern of Mo−O t bonds associated with anionic sulfur ligands, precursor complexes MoO 2 L·D (H 2 L = S -methyl 3-(2-hydroxyphenyl)methylenedithiocarbazate; D = CH 3 OH ( 1 ), H 2 O ( 2 )) were synthesized. Complex 2 crystallizes in the orthorhombic space group P 2 1 2 1 2 1, with a = 6.079(1) Å, b = 11.638(2) Å, c = 17.325(2) Å, V = 1225.7(4) Å 3, and Z = 4. In its reaction with PhNHOH, 1 forms a seven-coordinate oxaziridine compound [MoO(η 2 -ONPh)L·CH 3 OH] ( 3 ) by oxo-rearrangement (elimination−substitution) without a change in the molybdenum oxidation state. The crystal data for 3 are a = 9.573(3) Å, b = 9.859(2) Å, c = 10.604(3) Å, α = 95.90(2)°, β = 95.81(2)°, γ = 112.12(2)°, V = 911.5(4) Å 3, Z = 2, and triclinic space group P 1̄. In contrast to that of the precursor compound 1 (Mo−O t = 1.700(4) Å), the terminal Mo−O t distance in 3 (1.668(2) Å) is typical of Mo−O bonds of order 3, which drives the formation of an apparently unstable three-membered metallacycle via spectator oxo stabilization (Rappé, A. K.; Goddard, W. A., III. J. Am. Chem. Soc . 1982, 104, 448). With thioglycolic acid, 1 undergoes an oxo-transfer reaction through a coupled electron−proton transfer mechanism involving two steps, each having first-order dependence on H 2 tga concentration. The system offers an interesting reactivity model for the oxo-transfer pathway of oxidoreductase Mo enzymes.

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Nitrate and periplasmic nitrate reductases
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Authors: Dutta, S. K., McConville, D. B., Youngs, W. J., & Chaudhury, M.
Affiliations: University of Akron (US)
ORCID: Chaudhury, Muktimoy
Venue: Inorganic Chemistry
Publisher: American Chemical Society (ACS)
Published: 1997-06-01
Volume: 36
Issue: 12
Pages: 2517-2522
ISSN: 0020-1669 (ISSN-L)
1520-510X
DOI: 10.1021/ic960670z
OpenAlex: W2041670970
Cited by: 93
References: 64
Citations by year: 2026: 3 · 2025: 1 · 2024: 2 · 2022: 2 · 2021: 1 · 2020: 2 · 2019: 1 · 2018: 5 · 2017: 1 · 2016: 1 · 2015: 3 · 2014: 9 · 2013: 2 · 2012: 4
FWCI: 2.46
Type: journal article
Language: en
Open access: closed
Locations: Inorganic Chemistry (publishedVersion)
Topics: Physical Sciences › Chemistry › Inorganic Chemistry › Metal-Catalyzed Oxygenation Mechanisms
Physical Sciences › Energy › Renewable Energy, Sustainability and the Environment › Metalloenzymes and iron-sulfur proteins
Physical Sciences › Chemistry › Organic Chemistry › Organometallic Complex Synthesis and Catalysis
Keywords: proton-electron transfer, sulfur-containing ligands, thioglycolic acid, oxaziridines, molybdenum complexes, crystal structure, substrate reactivity, molybdenum oxidation

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Reactivity of Mo−Ot Terminal Bonds toward Substrates Having Simultaneous Proton- and Electron-Donor Properties: A Rudimentary Functional Model for Oxotransferase Molybdenum Enzymes

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