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Novel enantiopure monophospholes: synthesis, spatial and electronic structure, photophysical characteristics and conjugation effects.

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Title: Novel enantiopure monophospholes: synthesis, spatial and electronic structure, photophysical characteristics and conjugation effects.
Authors: Oshchepkova, Elena1, Zagidullin, Almaz1, Burganov, Timur1, Katsyuba, Sergey1, Miluykov, Vasily1, Lodochnikova, Olga1
Source: Dalton Transactions: An International Journal of Inorganic Chemistry. 9/7/2018, Vol. 47 Issue 33, p11521-11529. 9p.
Subjects: Chirality, Raman spectra
Abstract: A rational and highly efficient method to access lithium 2,3,4,5-tetraphenylphospholide directly from white phosphorus, diphenylacetylene and lithium has been developed. This novel, convenient synthetic route has allowed the incorporation of various chiral substituents into 2,3,4,5-tetraarylphospholes. The spatial and electronic structures of the obtained novel enantiopure phospholes, their oxides and sulfides have been characterized both experimentally (single-crystal X-ray diffraction) and computationally (DFT). The experimental vibrational Raman spectra and electronic absorption and emission spectra of the synthesized compounds have been interpreted using quantum chemical calculations. A moderate impact of the substituent at the P-atom on the photophysical properties of the phospholes was demonstrated both experimentally and theoretically, while the oxidation/thionation of the phosphorus center was shown to influence remarkably both absorption and emission spectral characteristics. The latter effect is ascribed to the increase of conjugation strength of the oxidized/thionated species with exocyclic Ph rings. [ABSTRACT FROM AUTHOR]
Copyright of Dalton Transactions: An International Journal of Inorganic Chemistry is the property of Royal Society of Chemistry and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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  Data: Novel enantiopure monophospholes: synthesis, spatial and electronic structure, photophysical characteristics and conjugation effects.
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  Data: <searchLink fieldCode="JN" term="%22Dalton+Transactions%3A+An+International+Journal+of+Inorganic+Chemistry%22">Dalton Transactions: An International Journal of Inorganic Chemistry</searchLink>. 9/7/2018, Vol. 47 Issue 33, p11521-11529. 9p.
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  Data: A rational and highly efficient method to access lithium 2,3,4,5-tetraphenylphospholide directly from white phosphorus, diphenylacetylene and lithium has been developed. This novel, convenient synthetic route has allowed the incorporation of various chiral substituents into 2,3,4,5-tetraarylphospholes. The spatial and electronic structures of the obtained novel enantiopure phospholes, their oxides and sulfides have been characterized both experimentally (single-crystal X-ray diffraction) and computationally (DFT). The experimental vibrational Raman spectra and electronic absorption and emission spectra of the synthesized compounds have been interpreted using quantum chemical calculations. A moderate impact of the substituent at the P-atom on the photophysical properties of the phospholes was demonstrated both experimentally and theoretically, while the oxidation/thionation of the phosphorus center was shown to influence remarkably both absorption and emission spectral characteristics. The latter effect is ascribed to the increase of conjugation strength of the oxidized/thionated species with exocyclic Ph rings. [ABSTRACT FROM AUTHOR]
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  Data: <i>Copyright of Dalton Transactions: An International Journal of Inorganic Chemistry is the property of Royal Society of Chemistry and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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        Value: 10.1039/c8dt02208a
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        Text: English
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              M: 09
              Text: 9/7/2018
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