Synthesis and Photophysical Properties of Alkoxysilyl Derivatives of Dibenzoylmethanatoboron Difluoride
ABSTRACT Alkoxysilyl derivatives of dibenzoylmethanatoboron difluoride (DBMBF2) are synthesized by the hydrosilylation reaction of the corresponding O‐allyl derivatives of DBMBF2 with triethoxysilane. The photophysical properties of the synthesized O‐allyl and alkoxysilyl derivatives are investigate...
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| Published in | Heteroatom chemistry Vol. 24; no. 4; pp. 271 - 282 |
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| Main Authors | , , , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
London
Blackwell Publishing Ltd
01.07.2013
John Wiley & Sons, Inc |
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| Online Access | Get full text |
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| Abstract | ABSTRACT
Alkoxysilyl derivatives of dibenzoylmethanatoboron difluoride (DBMBF2) are synthesized by the hydrosilylation reaction of the corresponding O‐allyl derivatives of DBMBF2 with triethoxysilane. The photophysical properties of the synthesized O‐allyl and alkoxysilyl derivatives are investigated. It is found that the absorption and fluorescence spectra of the DBMBF2 derivatives essentially depend on the position of the O‐allyl or O‐propyl alkoxysilyl substituent. The highest fluorescence quantum yield is obtained for the para‐position, whereas the substitution at the meta‐position gives the largest bathochromic shift in the fluorescence spectrum. Density functional theory calculations of the structures and time‐dependent density functional theory calculations of the gas‐phase excitation and emission energies of alkoxysilyl derivatives are performed at the PBE0/SVP level of theory. Some spectral features of para‐, ortho‐, and meta‐substituted derivatives can be adequately explained by the overlapping of two absorption bands. |
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| AbstractList | ABSTRACT
Alkoxysilyl derivatives of dibenzoylmethanatoboron difluoride (DBMBF2) are synthesized by the hydrosilylation reaction of the corresponding O‐allyl derivatives of DBMBF2 with triethoxysilane. The photophysical properties of the synthesized O‐allyl and alkoxysilyl derivatives are investigated. It is found that the absorption and fluorescence spectra of the DBMBF2 derivatives essentially depend on the position of the O‐allyl or O‐propyl alkoxysilyl substituent. The highest fluorescence quantum yield is obtained for the para‐position, whereas the substitution at the meta‐position gives the largest bathochromic shift in the fluorescence spectrum. Density functional theory calculations of the structures and time‐dependent density functional theory calculations of the gas‐phase excitation and emission energies of alkoxysilyl derivatives are performed at the PBE0/SVP level of theory. Some spectral features of para‐, ortho‐, and meta‐substituted derivatives can be adequately explained by the overlapping of two absorption bands. Alkoxysilyl derivatives of dibenzoylmethanatoboron difluoride (DBMBF2) are synthesized by the hydrosilylation reaction of the corresponding O-allyl derivatives of DBMBF2 with triethoxysilane. The photophysical properties of the synthesized O-allyl and alkoxysilyl derivatives are investigated. It is found that the absorption and fluorescence spectra of the DBMBF2 derivatives essentially depend on the position of the O-allyl or O-propyl alkoxysilyl substituent. The highest fluorescence quantum yield is obtained for the para-position, whereas the substitution at the meta-position gives the largest bathochromic shift in the fluorescence spectrum. Density functional theory calculations of the structures and time-dependent density functional theory calculations of the gas-phase excitation and emission energies of alkoxysilyl derivatives are performed at the PBE0/SVP level of theory. Some spectral features of para-, ortho-, and meta-substituted derivatives can be adequately explained by the overlapping of two absorption bands. [PUBLICATION ABSTRACT] |
| Author | Voronina, Natalia V. Sazhnikov, Viacheslav A. Safonov, Andrei A. Surin, Nikolay M. Kononevich, Yuriy N. Bagaturyants, Alexander A. Meshkov, Ivan B. Muzafarov, Aziz M. Alfimov, Mikhail V. |
| Author_xml | – sequence: 1 givenname: Yuriy N. surname: Kononevich fullname: Kononevich, Yuriy N. email: kononevich.yuriy@gmail.com organization: N. S. Enikolopov Institute of Synthetic Polymeric Materials, Russian Academy of Sciences, 117393 Moscow, Russian Federation – sequence: 2 givenname: Ivan B. surname: Meshkov fullname: Meshkov, Ivan B. organization: N. S. Enikolopov Institute of Synthetic Polymeric Materials, Russian Academy of Sciences, 117393 Moscow, Russian Federation – sequence: 3 givenname: Natalia V. surname: Voronina fullname: Voronina, Natalia V. organization: N. S. Enikolopov Institute of Synthetic Polymeric Materials, Russian Academy of Sciences, 117393 Moscow, Russian Federation – sequence: 4 givenname: Nikolay M. surname: Surin fullname: Surin, Nikolay M. organization: N. S. Enikolopov Institute of Synthetic Polymeric Materials, Russian Academy of Sciences, 117393 Moscow, Russian Federation – sequence: 5 givenname: Viacheslav A. surname: Sazhnikov fullname: Sazhnikov, Viacheslav A. organization: Photochemistry Center, Russian Academy of Sciences, 119421 Moscow, Russian Federation – sequence: 6 givenname: Andrei A. surname: Safonov fullname: Safonov, Andrei A. organization: Photochemistry Center, Russian Academy of Sciences, 119421 Moscow, Russian Federation – sequence: 7 givenname: Alexander A. surname: Bagaturyants fullname: Bagaturyants, Alexander A. organization: Photochemistry Center, Russian Academy of Sciences, 119421 Moscow, Russian Federation – sequence: 8 givenname: Mikhail V. surname: Alfimov fullname: Alfimov, Mikhail V. organization: Photochemistry Center, Russian Academy of Sciences, 119421 Moscow, Russian Federation – sequence: 9 givenname: Aziz M. surname: Muzafarov fullname: Muzafarov, Aziz M. organization: N. S. Enikolopov Institute of Synthetic Polymeric Materials, Russian Academy of Sciences, 117393 Moscow, Russian Federation |
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| Snippet | ABSTRACT
Alkoxysilyl derivatives of dibenzoylmethanatoboron difluoride (DBMBF2) are synthesized by the hydrosilylation reaction of the corresponding O‐allyl... Alkoxysilyl derivatives of dibenzoylmethanatoboron difluoride (DBMBF2) are synthesized by the hydrosilylation reaction of the corresponding O-allyl derivatives... |
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| SubjectTerms | Derivatives Spectrum analysis |
| Title | Synthesis and Photophysical Properties of Alkoxysilyl Derivatives of Dibenzoylmethanatoboron Difluoride |
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