The estimation of the on-site coulomb repulsion energy of 2,2′-bi-1H-imidazole system

Tomoyuki Akutagawa; Gunzi Saito

doi:10.1080/10587259608037933

The estimation of the on-site coulomb repulsion energy of 2,2′-bi-1H-imidazole system

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Abstract

The 2,2′-bi-1H-imidazole (H2BIM⁰) can change to 2,2′-bi-1H-imidazolium (H4BIM²⁺) by the two-step proton-transfer, then, to 2,2′-bi(2,3-dihydroimidazolylidene) (H4BIM⁰) by the two-step electron-transfer. From the systematic investigations of half-wave redox potentials (E _1/2) and acid dissociation constants (pK_a), we estimated the repulsion energy of electrons (U₁^CT) and protons (U₁^PT) for H4BIM⁰ and H4BIM²⁺, respectively, and other systems, p-benzoquinones (BQs), diphenoquinones (DPQs), 7,7,8,8-tetracyanoquinodimethanes (TCNQs), tetrathiafulvalenes (TTFs), aromaticdiamines, hydroquinones (H2Qs), 1,4-benzenedimalononitrile (H2TCNQ), bis(4-hydroxyphenyl) sulfides (HPSs). The U₁^CT and U₁^PT values are deduced from the linear correlation between the first E_1/2¹ (pK_al) value and the second E_1/2²(pK_a2) one. The obtained U₁^CT of H4BIM⁰ (4.68 eV) is comparable to that of TTF (4.65 eV), and U₁^PT of H4BIM²⁺ (4.26 eV) is slightly larger than that of H2TCNQ (4.22 eV). The U₁^CT and U₁^PT values are correlated to the structural parameter of φ-electron density and molecular length.

Original language	English
Pages (from-to)	307-318
Number of pages	12
Journal	Molecular Crystals and Liquid Crystals Science and Technology Section A: Molecular Crystals and Liquid Crystals
Volume	284
DOIs	https://doi.org/10.1080/10587259608037933
Publication status	Published - 1996 Jan 1
Externally published	Yes

ASJC Scopus subject areas

Condensed Matter Physics

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10.1080/10587259608037933

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@article{85c9e1ef836f438fa9347f63a7e8b8e2,

title = "The estimation of the on-site coulomb repulsion energy of 2,2′-bi-1H-imidazole system",

abstract = "The 2,2′-bi-1H-imidazole (H2BIM0) can change to 2,2′-bi-1H-imidazolium (H4BIM2+) by the two-step proton-transfer, then, to 2,2′-bi(2,3-dihydroimidazolylidene) (H4BIM0) by the two-step electron-transfer. From the systematic investigations of half-wave redox potentials (E 1/2) and acid dissociation constants (pKa), we estimated the repulsion energy of electrons (U1CT) and protons (U1PT) for H4BIM0 and H4BIM2+, respectively, and other systems, p-benzoquinones (BQs), diphenoquinones (DPQs), 7,7,8,8-tetracyanoquinodimethanes (TCNQs), tetrathiafulvalenes (TTFs), aromaticdiamines, hydroquinones (H2Qs), 1,4-benzenedimalononitrile (H2TCNQ), bis(4-hydroxyphenyl) sulfides (HPSs). The U1CT and U1PT values are deduced from the linear correlation between the first E1/21 (pKal) value and the second E1/22(pKa2) one. The obtained U1CT of H4BIM0 (4.68 eV) is comparable to that of TTF (4.65 eV), and U1PT of H4BIM2+ (4.26 eV) is slightly larger than that of H2TCNQ (4.22 eV). The U1CT and U1PT values are correlated to the structural parameter of φ-electron density and molecular length.",

author = "Tomoyuki Akutagawa and Gunzi Saito",

year = "1996",

month = jan,

day = "1",

doi = "10.1080/10587259608037933",

language = "English",

volume = "284",

pages = "307--318",

journal = "Molecular Crystals and Liquid Crystals",

issn = "1542-1406",

publisher = "Taylor and Francis Ltd.",

}

TY - JOUR

T1 - The estimation of the on-site coulomb repulsion energy of 2,2′-bi-1H-imidazole system

AU - Akutagawa, Tomoyuki

AU - Saito, Gunzi

PY - 1996/1/1

Y1 - 1996/1/1

N2 - The 2,2′-bi-1H-imidazole (H2BIM0) can change to 2,2′-bi-1H-imidazolium (H4BIM2+) by the two-step proton-transfer, then, to 2,2′-bi(2,3-dihydroimidazolylidene) (H4BIM0) by the two-step electron-transfer. From the systematic investigations of half-wave redox potentials (E 1/2) and acid dissociation constants (pKa), we estimated the repulsion energy of electrons (U1CT) and protons (U1PT) for H4BIM0 and H4BIM2+, respectively, and other systems, p-benzoquinones (BQs), diphenoquinones (DPQs), 7,7,8,8-tetracyanoquinodimethanes (TCNQs), tetrathiafulvalenes (TTFs), aromaticdiamines, hydroquinones (H2Qs), 1,4-benzenedimalononitrile (H2TCNQ), bis(4-hydroxyphenyl) sulfides (HPSs). The U1CT and U1PT values are deduced from the linear correlation between the first E1/21 (pKal) value and the second E1/22(pKa2) one. The obtained U1CT of H4BIM0 (4.68 eV) is comparable to that of TTF (4.65 eV), and U1PT of H4BIM2+ (4.26 eV) is slightly larger than that of H2TCNQ (4.22 eV). The U1CT and U1PT values are correlated to the structural parameter of φ-electron density and molecular length.

AB - The 2,2′-bi-1H-imidazole (H2BIM0) can change to 2,2′-bi-1H-imidazolium (H4BIM2+) by the two-step proton-transfer, then, to 2,2′-bi(2,3-dihydroimidazolylidene) (H4BIM0) by the two-step electron-transfer. From the systematic investigations of half-wave redox potentials (E 1/2) and acid dissociation constants (pKa), we estimated the repulsion energy of electrons (U1CT) and protons (U1PT) for H4BIM0 and H4BIM2+, respectively, and other systems, p-benzoquinones (BQs), diphenoquinones (DPQs), 7,7,8,8-tetracyanoquinodimethanes (TCNQs), tetrathiafulvalenes (TTFs), aromaticdiamines, hydroquinones (H2Qs), 1,4-benzenedimalononitrile (H2TCNQ), bis(4-hydroxyphenyl) sulfides (HPSs). The U1CT and U1PT values are deduced from the linear correlation between the first E1/21 (pKal) value and the second E1/22(pKa2) one. The obtained U1CT of H4BIM0 (4.68 eV) is comparable to that of TTF (4.65 eV), and U1PT of H4BIM2+ (4.26 eV) is slightly larger than that of H2TCNQ (4.22 eV). The U1CT and U1PT values are correlated to the structural parameter of φ-electron density and molecular length.

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U2 - 10.1080/10587259608037933

DO - 10.1080/10587259608037933

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VL - 284

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JO - Molecular Crystals and Liquid Crystals

JF - Molecular Crystals and Liquid Crystals

SN - 1542-1406

ER -

The estimation of the on-site coulomb repulsion energy of 2,2′-bi-1H-imidazole system

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