Thioxanthene

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Concepció Rovira - One of the best experts on this subject based on the ideXlab platform.

  • The Interplay of Inverted Redox Potentials and Aromaticity in the Oxidized States of New π‐Electron Donors: 9‐(1,3‐Dithiol‐2‐ylidene)fluorene and 9‐(1,3‐Dithiol‐2‐ylidene)Thioxanthene Derivatives
    Chemistry: A European Journal, 2006
    Co-Authors: Samia Amriou, Dmitrii F. Perepichka, Enrique Ortí, Rafael Viruela, Changsheng Wang, Andrei S. Batsanov, Martin R Bryce, José Vidal-gancedo, Concepció Rovira
    Abstract:

    Derivatives of 9-(1,3-dithiol- 2-ylidene)fluorene (9) and 9-(1,3-di- thiol-2-ylidene)Thioxanthene (10) have been synthesised using Horner-Wads- worth-Emmons reactions of (1,3-di- thiol-2-yl)phosphonate reagents with fluorenone and thioxanthen-9-one. X- ray crystallography, solution electro- chemistry, optical spectroscopy, spec- troelectrochemistry and simultaneous electrochemistry and electron para- magnetic resonance (SEEPR), com- bined with theoretical calculations per- formed at the B3P86/6-31G** level, elucidate the interplay of the electronic and structural properties in these mole- cules. These compounds are strong two-electron donors, and the oxidation potentials depend on the electronic structure of the oxidised state. Two, single-electron oxidations (E ox E ox ) resulting in a single, two- electron oxidation process. The latter is due to the aromatic structure of the thioxanthenium cation (formed on the loss of a second electron), which stabil- ises the dication state (10 2 + ) compared with the radical cation. This contrasts with the nonaromatic structure of the fluorenium cation of system 9 .T he two-electron oxidation wave in the Thioxanthene derivatives is split into two separate one-electron waves in the corresponding sulfoxide and sulfone derivatives 27-29 owing to destabilisa- tion of the dication state.

  • the interplay of inverted redox potentials and aromaticity in the oxidized states of new π electron donors 9 1 3 dithiol 2 ylidene fluorene and 9 1 3 dithiol 2 ylidene Thioxanthene derivatives
    Chemistry: A European Journal, 2006
    Co-Authors: Samia Amriou, Dmitrii F. Perepichka, Enrique Ortí, Rafael Viruela, Changsheng Wang, Andrei S. Batsanov, Martin R Bryce, Jose Vidalgancedo, Concepció Rovira
    Abstract:

    Derivatives of 9-(1,3-dithiol- 2-ylidene)fluorene (9) and 9-(1,3-di- thiol-2-ylidene)Thioxanthene (10) have been synthesised using Horner-Wads- worth-Emmons reactions of (1,3-di- thiol-2-yl)phosphonate reagents with fluorenone and thioxanthen-9-one. X- ray crystallography, solution electro- chemistry, optical spectroscopy, spec- troelectrochemistry and simultaneous electrochemistry and electron para- magnetic resonance (SEEPR), com- bined with theoretical calculations per- formed at the B3P86/6-31G** level, elucidate the interplay of the electronic and structural properties in these mole- cules. These compounds are strong two-electron donors, and the oxidation potentials depend on the electronic structure of the oxidised state. Two, single-electron oxidations (E ox E ox ) resulting in a single, two- electron oxidation process. The latter is due to the aromatic structure of the thioxanthenium cation (formed on the loss of a second electron), which stabil- ises the dication state (10 2 + ) compared with the radical cation. This contrasts with the nonaromatic structure of the fluorenium cation of system 9 .T he two-electron oxidation wave in the Thioxanthene derivatives is split into two separate one-electron waves in the corresponding sulfoxide and sulfone derivatives 27-29 owing to destabilisa- tion of the dication state.

Samia Amriou - One of the best experts on this subject based on the ideXlab platform.

  • the interplay of inverted redox potentials and aromaticity in the oxidized states of new π electron donors 9 1 3 dithiol 2 ylidene fluorene and 9 1 3 dithiol 2 ylidene Thioxanthene derivatives
    Chemistry: A European Journal, 2006
    Co-Authors: Samia Amriou, Dmitrii F. Perepichka, Enrique Ortí, Rafael Viruela, Changsheng Wang, Andrei S. Batsanov, Martin R Bryce, Jose Vidalgancedo, Concepció Rovira
    Abstract:

    Derivatives of 9-(1,3-dithiol- 2-ylidene)fluorene (9) and 9-(1,3-di- thiol-2-ylidene)Thioxanthene (10) have been synthesised using Horner-Wads- worth-Emmons reactions of (1,3-di- thiol-2-yl)phosphonate reagents with fluorenone and thioxanthen-9-one. X- ray crystallography, solution electro- chemistry, optical spectroscopy, spec- troelectrochemistry and simultaneous electrochemistry and electron para- magnetic resonance (SEEPR), com- bined with theoretical calculations per- formed at the B3P86/6-31G** level, elucidate the interplay of the electronic and structural properties in these mole- cules. These compounds are strong two-electron donors, and the oxidation potentials depend on the electronic structure of the oxidised state. Two, single-electron oxidations (E ox E ox ) resulting in a single, two- electron oxidation process. The latter is due to the aromatic structure of the thioxanthenium cation (formed on the loss of a second electron), which stabil- ises the dication state (10 2 + ) compared with the radical cation. This contrasts with the nonaromatic structure of the fluorenium cation of system 9 .T he two-electron oxidation wave in the Thioxanthene derivatives is split into two separate one-electron waves in the corresponding sulfoxide and sulfone derivatives 27-29 owing to destabilisa- tion of the dication state.

  • The Interplay of Inverted Redox Potentials and Aromaticity in the Oxidized States of New π‐Electron Donors: 9‐(1,3‐Dithiol‐2‐ylidene)fluorene and 9‐(1,3‐Dithiol‐2‐ylidene)Thioxanthene Derivatives
    Chemistry: A European Journal, 2006
    Co-Authors: Samia Amriou, Dmitrii F. Perepichka, Enrique Ortí, Rafael Viruela, Changsheng Wang, Andrei S. Batsanov, Martin R Bryce, José Vidal-gancedo, Concepció Rovira
    Abstract:

    Derivatives of 9-(1,3-dithiol- 2-ylidene)fluorene (9) and 9-(1,3-di- thiol-2-ylidene)Thioxanthene (10) have been synthesised using Horner-Wads- worth-Emmons reactions of (1,3-di- thiol-2-yl)phosphonate reagents with fluorenone and thioxanthen-9-one. X- ray crystallography, solution electro- chemistry, optical spectroscopy, spec- troelectrochemistry and simultaneous electrochemistry and electron para- magnetic resonance (SEEPR), com- bined with theoretical calculations per- formed at the B3P86/6-31G** level, elucidate the interplay of the electronic and structural properties in these mole- cules. These compounds are strong two-electron donors, and the oxidation potentials depend on the electronic structure of the oxidised state. Two, single-electron oxidations (E ox E ox ) resulting in a single, two- electron oxidation process. The latter is due to the aromatic structure of the thioxanthenium cation (formed on the loss of a second electron), which stabil- ises the dication state (10 2 + ) compared with the radical cation. This contrasts with the nonaromatic structure of the fluorenium cation of system 9 .T he two-electron oxidation wave in the Thioxanthene derivatives is split into two separate one-electron waves in the corresponding sulfoxide and sulfone derivatives 27-29 owing to destabilisa- tion of the dication state.

  • Functionalised 9-(1,3-dithiol-2-ylidene)Thioxanthene derivatives: a C60 conjugate as an ambipolar organic field effect transistor (OFET)
    Journal of Materials Chemistry, 2005
    Co-Authors: Samia Amriou, Aravinda Mehta, Martin R Bryce
    Abstract:

    Thioxanthene has been converted into 9-(1,3-dithiol-2-ylidene)Thioxanthene derivatives which are new two-electron π-donors; an ambipolar OFET has been fabricated from the covalent 9-(1,3-dithiol-2-ylidene)Thioxanthene–C60 diad system 6.

Martin R Bryce - One of the best experts on this subject based on the ideXlab platform.

  • the interplay of inverted redox potentials and aromaticity in the oxidized states of new π electron donors 9 1 3 dithiol 2 ylidene fluorene and 9 1 3 dithiol 2 ylidene Thioxanthene derivatives
    Chemistry: A European Journal, 2006
    Co-Authors: Samia Amriou, Dmitrii F. Perepichka, Enrique Ortí, Rafael Viruela, Changsheng Wang, Andrei S. Batsanov, Martin R Bryce, Jose Vidalgancedo, Concepció Rovira
    Abstract:

    Derivatives of 9-(1,3-dithiol- 2-ylidene)fluorene (9) and 9-(1,3-di- thiol-2-ylidene)Thioxanthene (10) have been synthesised using Horner-Wads- worth-Emmons reactions of (1,3-di- thiol-2-yl)phosphonate reagents with fluorenone and thioxanthen-9-one. X- ray crystallography, solution electro- chemistry, optical spectroscopy, spec- troelectrochemistry and simultaneous electrochemistry and electron para- magnetic resonance (SEEPR), com- bined with theoretical calculations per- formed at the B3P86/6-31G** level, elucidate the interplay of the electronic and structural properties in these mole- cules. These compounds are strong two-electron donors, and the oxidation potentials depend on the electronic structure of the oxidised state. Two, single-electron oxidations (E ox E ox ) resulting in a single, two- electron oxidation process. The latter is due to the aromatic structure of the thioxanthenium cation (formed on the loss of a second electron), which stabil- ises the dication state (10 2 + ) compared with the radical cation. This contrasts with the nonaromatic structure of the fluorenium cation of system 9 .T he two-electron oxidation wave in the Thioxanthene derivatives is split into two separate one-electron waves in the corresponding sulfoxide and sulfone derivatives 27-29 owing to destabilisa- tion of the dication state.

  • The Interplay of Inverted Redox Potentials and Aromaticity in the Oxidized States of New π‐Electron Donors: 9‐(1,3‐Dithiol‐2‐ylidene)fluorene and 9‐(1,3‐Dithiol‐2‐ylidene)Thioxanthene Derivatives
    Chemistry: A European Journal, 2006
    Co-Authors: Samia Amriou, Dmitrii F. Perepichka, Enrique Ortí, Rafael Viruela, Changsheng Wang, Andrei S. Batsanov, Martin R Bryce, José Vidal-gancedo, Concepció Rovira
    Abstract:

    Derivatives of 9-(1,3-dithiol- 2-ylidene)fluorene (9) and 9-(1,3-di- thiol-2-ylidene)Thioxanthene (10) have been synthesised using Horner-Wads- worth-Emmons reactions of (1,3-di- thiol-2-yl)phosphonate reagents with fluorenone and thioxanthen-9-one. X- ray crystallography, solution electro- chemistry, optical spectroscopy, spec- troelectrochemistry and simultaneous electrochemistry and electron para- magnetic resonance (SEEPR), com- bined with theoretical calculations per- formed at the B3P86/6-31G** level, elucidate the interplay of the electronic and structural properties in these mole- cules. These compounds are strong two-electron donors, and the oxidation potentials depend on the electronic structure of the oxidised state. Two, single-electron oxidations (E ox E ox ) resulting in a single, two- electron oxidation process. The latter is due to the aromatic structure of the thioxanthenium cation (formed on the loss of a second electron), which stabil- ises the dication state (10 2 + ) compared with the radical cation. This contrasts with the nonaromatic structure of the fluorenium cation of system 9 .T he two-electron oxidation wave in the Thioxanthene derivatives is split into two separate one-electron waves in the corresponding sulfoxide and sulfone derivatives 27-29 owing to destabilisa- tion of the dication state.

  • Functionalised 9-(1,3-dithiol-2-ylidene)Thioxanthene derivatives: a C60 conjugate as an ambipolar organic field effect transistor (OFET)
    Journal of Materials Chemistry, 2005
    Co-Authors: Samia Amriou, Aravinda Mehta, Martin R Bryce
    Abstract:

    Thioxanthene has been converted into 9-(1,3-dithiol-2-ylidene)Thioxanthene derivatives which are new two-electron π-donors; an ambipolar OFET has been fabricated from the covalent 9-(1,3-dithiol-2-ylidene)Thioxanthene–C60 diad system 6.

Junbiao Peng - One of the best experts on this subject based on the ideXlab platform.

  • Highly Efficient Spiro[fluorene-9,9′-Thioxanthene] Core Derived Blue Emitters and Fluorescent/Phosphorescent Hybrid White Organic Light-Emitting Diodes
    Chemistry of Materials, 2015
    Co-Authors: Yunchuan Li, Chang Cheng Lo, Yi Fan Wang, Dongcheng Chen, A Lien, Zhiheng Wang, Xianglong Li, Junbiao Peng
    Abstract:

    A series of blue emitters incorporating spiro[fluorene-9,9′-Thioxanthene] or spiro[fluorene-9,9′-Thioxanthene-S,S-dioxide] as the core and phenylcarbazole or triphenylamine as the arms were designed and synthesized. Their spiro conformation is beneficial for their thermal stability and for reducing the trend of aggregation quenching. By tuning the valence of the sulfur atom, highly efficient local excited (LE) state deep blue emitters and charge-transfer (CT) state blue emitters are obtained. The devices based on the LE emitters TPA-S and CzB-S as the nondoped emissive layer exhibit high external quantum efficiency of 1.76% and 2.03% and Commission Internationale de l’Eclairage (CIE) coordinates of (0.158, 0.039) and (0.160, 0.054), respectively, and their CIEy values are among the smallest ever reported for the deep blue OLEDs and are readily very close to that of the inorganic light-emitting diode [CIE (0.16, 0.02)]. The nondoped device based on the CT emitter TPA-SO2 as the emissive layer also exhibits...

  • highly efficient spiro fluorene 9 9 Thioxanthene core derived blue emitters and fluorescent phosphorescent hybrid white organic light emitting diodes
    Chemistry of Materials, 2015
    Co-Authors: Zhiheng Wang, Yi Fan Wang, Dongcheng Chen, A Lien, Junbiao Peng, Gaozhan Xie, Yong Cao
    Abstract:

    A series of blue emitters incorporating spiro[fluorene-9,9′-Thioxanthene] or spiro[fluorene-9,9′-Thioxanthene-S,S-dioxide] as the core and phenylcarbazole or triphenylamine as the arms were designed and synthesized. Their spiro conformation is beneficial for their thermal stability and for reducing the trend of aggregation quenching. By tuning the valence of the sulfur atom, highly efficient local excited (LE) state deep blue emitters and charge-transfer (CT) state blue emitters are obtained. The devices based on the LE emitters TPA-S and CzB-S as the nondoped emissive layer exhibit high external quantum efficiency of 1.76% and 2.03% and Commission Internationale de l’Eclairage (CIE) coordinates of (0.158, 0.039) and (0.160, 0.054), respectively, and their CIEy values are among the smallest ever reported for the deep blue OLEDs and are readily very close to that of the inorganic light-emitting diode [CIE (0.16, 0.02)]. The nondoped device based on the CT emitter TPA-SO2 as the emissive layer also exhibits...

Dmitrii F. Perepichka - One of the best experts on this subject based on the ideXlab platform.

  • The Interplay of Inverted Redox Potentials and Aromaticity in the Oxidized States of New π‐Electron Donors: 9‐(1,3‐Dithiol‐2‐ylidene)fluorene and 9‐(1,3‐Dithiol‐2‐ylidene)Thioxanthene Derivatives
    Chemistry: A European Journal, 2006
    Co-Authors: Samia Amriou, Dmitrii F. Perepichka, Enrique Ortí, Rafael Viruela, Changsheng Wang, Andrei S. Batsanov, Martin R Bryce, José Vidal-gancedo, Concepció Rovira
    Abstract:

    Derivatives of 9-(1,3-dithiol- 2-ylidene)fluorene (9) and 9-(1,3-di- thiol-2-ylidene)Thioxanthene (10) have been synthesised using Horner-Wads- worth-Emmons reactions of (1,3-di- thiol-2-yl)phosphonate reagents with fluorenone and thioxanthen-9-one. X- ray crystallography, solution electro- chemistry, optical spectroscopy, spec- troelectrochemistry and simultaneous electrochemistry and electron para- magnetic resonance (SEEPR), com- bined with theoretical calculations per- formed at the B3P86/6-31G** level, elucidate the interplay of the electronic and structural properties in these mole- cules. These compounds are strong two-electron donors, and the oxidation potentials depend on the electronic structure of the oxidised state. Two, single-electron oxidations (E ox E ox ) resulting in a single, two- electron oxidation process. The latter is due to the aromatic structure of the thioxanthenium cation (formed on the loss of a second electron), which stabil- ises the dication state (10 2 + ) compared with the radical cation. This contrasts with the nonaromatic structure of the fluorenium cation of system 9 .T he two-electron oxidation wave in the Thioxanthene derivatives is split into two separate one-electron waves in the corresponding sulfoxide and sulfone derivatives 27-29 owing to destabilisa- tion of the dication state.

  • the interplay of inverted redox potentials and aromaticity in the oxidized states of new π electron donors 9 1 3 dithiol 2 ylidene fluorene and 9 1 3 dithiol 2 ylidene Thioxanthene derivatives
    Chemistry: A European Journal, 2006
    Co-Authors: Samia Amriou, Dmitrii F. Perepichka, Enrique Ortí, Rafael Viruela, Changsheng Wang, Andrei S. Batsanov, Martin R Bryce, Jose Vidalgancedo, Concepció Rovira
    Abstract:

    Derivatives of 9-(1,3-dithiol- 2-ylidene)fluorene (9) and 9-(1,3-di- thiol-2-ylidene)Thioxanthene (10) have been synthesised using Horner-Wads- worth-Emmons reactions of (1,3-di- thiol-2-yl)phosphonate reagents with fluorenone and thioxanthen-9-one. X- ray crystallography, solution electro- chemistry, optical spectroscopy, spec- troelectrochemistry and simultaneous electrochemistry and electron para- magnetic resonance (SEEPR), com- bined with theoretical calculations per- formed at the B3P86/6-31G** level, elucidate the interplay of the electronic and structural properties in these mole- cules. These compounds are strong two-electron donors, and the oxidation potentials depend on the electronic structure of the oxidised state. Two, single-electron oxidations (E ox E ox ) resulting in a single, two- electron oxidation process. The latter is due to the aromatic structure of the thioxanthenium cation (formed on the loss of a second electron), which stabil- ises the dication state (10 2 + ) compared with the radical cation. This contrasts with the nonaromatic structure of the fluorenium cation of system 9 .T he two-electron oxidation wave in the Thioxanthene derivatives is split into two separate one-electron waves in the corresponding sulfoxide and sulfone derivatives 27-29 owing to destabilisa- tion of the dication state.