Oxidation of Iron Complex with NHC Ligand with Molecular Iodine

S. S. Shapovalov; O. G. Tikhonova; I. V. Skabitskii; A. V. Kolos; S. G. Sakharov; Yu V. Torubaev

doi:10.1134/S0036023619110184

Oxidation of Iron Complex with NHC Ligand with Molecular Iodine

S. S. Shapovalov, O. G. Tikhonova, I. V. Skabitskii, A. V. Kolos, S. G. Sakharov, Yu V. Torubaev

Research output: Contribution to journal › Article › peer-review

1 Scopus citations

Abstract

Abstract: Complex (η⁵-C₅H₅)₂Fe₂(CO)₄ (I) reacts with 1,3-dimethylimidazolium-2-carboxylate Me₂ImCO₂ to give asymmetric binuclear carbene iron complex (η⁵-C₅H₅)₂Fe₂(CO)₃(Me₂Im) (II) (Me₂Im = 1,3-dimethylimidazol-2-ylidene). The oxidation of compound II with elemental iodine proceeds via two mechanisms, symmetrical and asymmetrical, to form four products: (η⁵-C₅H₅Fe(CO)₂(Me₂Im)I (III), (η⁵-C₅H₅)Fe(CO)₂I (IV), (η⁵-C₅H₅Fe(CO)₂(Me₂Im)I₃ (V), and ferrocene (VI). In each case, two pairs of reaction products have formed, two of which include NHC ligand: neutral iron(III) complex and ionic complex V. Optimal synthesis conditions to obtain preferably one of these complexes have been found. Geometry and transition state energy of supposed reaction mechanism have been calculated by quantum chemistry methods.

Original language	English
Pages (from-to)	1418-1423
Number of pages	6
Journal	Russian Journal of Inorganic Chemistry
Volume	64
Issue number	11
DOIs	https://doi.org/10.1134/S0036023619110184
State	Published - 1 Nov 2019
Externally published	Yes

Keywords

1,3-dimethylimidazolium-2-carboxylate
carbene
carbonyl
cyclopentadienyl

ASJC Scopus subject areas

Materials Science (miscellaneous)
Physical and Theoretical Chemistry
Inorganic Chemistry

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title = "Oxidation of Iron Complex with NHC Ligand with Molecular Iodine",

abstract = "Abstract: Complex (η5-C5H5)2Fe2(CO)4 (I) reacts with 1,3-dimethylimidazolium-2-carboxylate Me2ImCO2 to give asymmetric binuclear carbene iron complex (η5-C5H5)2Fe2(CO)3(Me2Im) (II) (Me2Im = 1,3-dimethylimidazol-2-ylidene). The oxidation of compound II with elemental iodine proceeds via two mechanisms, symmetrical and asymmetrical, to form four products: (η5-C5H5Fe(CO)2(Me2Im)I (III), (η5-C5H5)Fe(CO)2I (IV), (η5-C5H5Fe(CO)2(Me2Im)I3 (V), and ferrocene (VI). In each case, two pairs of reaction products have formed, two of which include NHC ligand: neutral iron(III) complex and ionic complex V. Optimal synthesis conditions to obtain preferably one of these complexes have been found. Geometry and transition state energy of supposed reaction mechanism have been calculated by quantum chemistry methods.",

keywords = "1,3-dimethylimidazolium-2-carboxylate, carbene, carbonyl, cyclopentadienyl",

author = "Shapovalov, {S. S.} and Tikhonova, {O. G.} and Skabitskii, {I. V.} and Kolos, {A. V.} and Sakharov, {S. G.} and Torubaev, {Yu V.}",

note = "Publisher Copyright: {\textcopyright} 2019, Pleiades Publishing, Ltd.",

year = "2019",

month = nov,

day = "1",

doi = "10.1134/S0036023619110184",

language = "English",

volume = "64",

pages = "1418--1423",

journal = "Russian Journal of Inorganic Chemistry",

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TY - JOUR

T1 - Oxidation of Iron Complex with NHC Ligand with Molecular Iodine

AU - Shapovalov, S. S.

AU - Tikhonova, O. G.

AU - Skabitskii, I. V.

AU - Kolos, A. V.

AU - Sakharov, S. G.

AU - Torubaev, Yu V.

PY - 2019/11/1

Y1 - 2019/11/1

N2 - Abstract: Complex (η5-C5H5)2Fe2(CO)4 (I) reacts with 1,3-dimethylimidazolium-2-carboxylate Me2ImCO2 to give asymmetric binuclear carbene iron complex (η5-C5H5)2Fe2(CO)3(Me2Im) (II) (Me2Im = 1,3-dimethylimidazol-2-ylidene). The oxidation of compound II with elemental iodine proceeds via two mechanisms, symmetrical and asymmetrical, to form four products: (η5-C5H5Fe(CO)2(Me2Im)I (III), (η5-C5H5)Fe(CO)2I (IV), (η5-C5H5Fe(CO)2(Me2Im)I3 (V), and ferrocene (VI). In each case, two pairs of reaction products have formed, two of which include NHC ligand: neutral iron(III) complex and ionic complex V. Optimal synthesis conditions to obtain preferably one of these complexes have been found. Geometry and transition state energy of supposed reaction mechanism have been calculated by quantum chemistry methods.

AB - Abstract: Complex (η5-C5H5)2Fe2(CO)4 (I) reacts with 1,3-dimethylimidazolium-2-carboxylate Me2ImCO2 to give asymmetric binuclear carbene iron complex (η5-C5H5)2Fe2(CO)3(Me2Im) (II) (Me2Im = 1,3-dimethylimidazol-2-ylidene). The oxidation of compound II with elemental iodine proceeds via two mechanisms, symmetrical and asymmetrical, to form four products: (η5-C5H5Fe(CO)2(Me2Im)I (III), (η5-C5H5)Fe(CO)2I (IV), (η5-C5H5Fe(CO)2(Me2Im)I3 (V), and ferrocene (VI). In each case, two pairs of reaction products have formed, two of which include NHC ligand: neutral iron(III) complex and ionic complex V. Optimal synthesis conditions to obtain preferably one of these complexes have been found. Geometry and transition state energy of supposed reaction mechanism have been calculated by quantum chemistry methods.

KW - 1,3-dimethylimidazolium-2-carboxylate

KW - carbene

KW - carbonyl

KW - cyclopentadienyl

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U2 - 10.1134/S0036023619110184

DO - 10.1134/S0036023619110184

M3 - Article

AN - SCOPUS:85076638794

SN - 0036-0236

VL - 64

SP - 1418

EP - 1423

JO - Russian Journal of Inorganic Chemistry

JF - Russian Journal of Inorganic Chemistry

IS - 11

ER -

Oxidation of Iron Complex with NHC Ligand with Molecular Iodine

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