Matches in SemOpenAlex for { <https://semopenalex.org/work/W2010178690> ?p ?o ?g. }
- W2010178690 endingPage "11740" @default.
- W2010178690 startingPage "11731" @default.
- W2010178690 abstract "4,4-Difluoro-3,5-bis(phenylamino)-8-(4-tolyl)-4-bora-3a,4a-diaza-s-indacene (1), a symmetric fluorescent difluoroboron dipyrromethene dye, has been synthesized by nucleophilic substitution of 3,5-dichloro-4,4-difluoro-8-(4-tolyl)-4-bora-3a,4a-diaza-s-indacene with aniline. The solvent-dependent spectroscopic and photophysical properties have been investigated by means of UV−vis spectrophotometry and steady-state and time-resolved fluorometry and are compared to those of the nonsymmetrically substituted 5-chloro-4,4-difluoro-3-phenylamino-8-(4-tolyl)-4-bora-3a,4a-diaza-s-indacene (2). A new, generalized treatment of the solvent effect, proposed by Catalán (J. Phys. Chem. B 2009, 113, 5951−5960) and based on a set of four mutually independent, empirical scales (dipolarity, polarizability, acidity, and basicity of the medium) is the most appropriate for describing the solvatochromic shifts of the UV−vis absorption and fluorescence emission of 1 and 2. In contrast to the nonsymmetric compound 2, the symmetric dye 1 has higher fluorescence quantum yields (0.45−0.86) and longer fluorescence lifetimes (3.36−4.03 ns) in all solvents studied and its emission maxima are shifted bathochromically by ∼45 nm. Large differences are also evident in the redox electrochemistry of the two dyes, with the symmetric analogue 1 possessing a much lower oxidation potential (∼600 mV) than the nonsymmetric 2. The absorption bandwidths and Stokes shifts of symmetric 1 are much smaller than those for nonsymmetric 2. For both dyes, the value of the fluorescence rate constant, [kf = (1.7 ± 0.3) × 108 s−1], does not depend much on the solvent tested. X-ray diffraction analysis of 1 shows that the BODIPY core possesses a planar structure. Quantum-chemical calculations support the different photophysical behavior of the symmetric derivative 1 vis-à-vis the nonsymmetric 2." @default.
- W2010178690 created "2016-06-24" @default.
- W2010178690 creator A5001968741 @default.
- W2010178690 creator A5010594755 @default.
- W2010178690 creator A5010874317 @default.
- W2010178690 creator A5012532881 @default.
- W2010178690 creator A5043993808 @default.
- W2010178690 creator A5049379555 @default.
- W2010178690 creator A5052943366 @default.
- W2010178690 creator A5055833647 @default.
- W2010178690 creator A5060475686 @default.
- W2010178690 creator A5061096747 @default.
- W2010178690 creator A5068291870 @default.
- W2010178690 creator A5072242255 @default.
- W2010178690 creator A5073572882 @default.
- W2010178690 creator A5079054671 @default.
- W2010178690 creator A5079097727 @default.
- W2010178690 date "2009-05-27" @default.
- W2010178690 modified "2023-10-15" @default.
- W2010178690 title "3,5-Dianilino Substituted Difluoroboron Dipyrromethene: Synthesis, Spectroscopy, Photophysics, Crystal Structure, Electrochemistry, and Quantum-Chemical Calculations" @default.
- W2010178690 cites W1965117208 @default.
- W2010178690 cites W1975309940 @default.
- W2010178690 cites W1977605072 @default.
- W2010178690 cites W1981145527 @default.
- W2010178690 cites W1982370171 @default.
- W2010178690 cites W1986761673 @default.
- W2010178690 cites W1987111451 @default.
- W2010178690 cites W1989595818 @default.
- W2010178690 cites W1989880122 @default.
- W2010178690 cites W1990425282 @default.
- W2010178690 cites W1995422575 @default.
- W2010178690 cites W1995985309 @default.
- W2010178690 cites W1997337674 @default.
- W2010178690 cites W1997855068 @default.
- W2010178690 cites W2000185267 @default.
- W2010178690 cites W2000829522 @default.
- W2010178690 cites W2001768227 @default.
- W2010178690 cites W2003539095 @default.
- W2010178690 cites W2003908111 @default.
- W2010178690 cites W2006872113 @default.
- W2010178690 cites W2007104214 @default.
- W2010178690 cites W2007340508 @default.
- W2010178690 cites W2007763975 @default.
- W2010178690 cites W2011035187 @default.
- W2010178690 cites W2013126473 @default.
- W2010178690 cites W2013812093 @default.
- W2010178690 cites W2014511390 @default.
- W2010178690 cites W2016000184 @default.
- W2010178690 cites W2017058780 @default.
- W2010178690 cites W2018576132 @default.
- W2010178690 cites W2021023453 @default.
- W2010178690 cites W2023666065 @default.
- W2010178690 cites W2024596118 @default.
- W2010178690 cites W2028426531 @default.
- W2010178690 cites W2032481139 @default.
- W2010178690 cites W2047595702 @default.
- W2010178690 cites W2051417691 @default.
- W2010178690 cites W2053567430 @default.
- W2010178690 cites W2055914734 @default.
- W2010178690 cites W2057468776 @default.
- W2010178690 cites W2063668557 @default.
- W2010178690 cites W2066713304 @default.
- W2010178690 cites W2068405495 @default.
- W2010178690 cites W2071068194 @default.
- W2010178690 cites W2075162871 @default.
- W2010178690 cites W2077973224 @default.
- W2010178690 cites W2085569102 @default.
- W2010178690 cites W2086757937 @default.
- W2010178690 cites W2090711128 @default.
- W2010178690 cites W2097688818 @default.
- W2010178690 cites W2113981935 @default.
- W2010178690 cites W2122442510 @default.
- W2010178690 cites W2123186088 @default.
- W2010178690 cites W2123537868 @default.
- W2010178690 cites W2126053884 @default.
- W2010178690 cites W2127677113 @default.
- W2010178690 cites W2154298731 @default.
- W2010178690 cites W2158238589 @default.
- W2010178690 cites W2950525068 @default.
- W2010178690 cites W4241445517 @default.
- W2010178690 doi "https://doi.org/10.1021/jp9017822" @default.
- W2010178690 hasPublicationYear "2009" @default.
- W2010178690 type Work @default.
- W2010178690 sameAs 2010178690 @default.
- W2010178690 citedByCount "60" @default.
- W2010178690 countsByYear W20101786902012 @default.
- W2010178690 countsByYear W20101786902013 @default.
- W2010178690 countsByYear W20101786902014 @default.
- W2010178690 countsByYear W20101786902015 @default.
- W2010178690 countsByYear W20101786902016 @default.
- W2010178690 countsByYear W20101786902017 @default.
- W2010178690 countsByYear W20101786902018 @default.
- W2010178690 countsByYear W20101786902019 @default.
- W2010178690 countsByYear W20101786902020 @default.
- W2010178690 countsByYear W20101786902023 @default.
- W2010178690 crossrefType "journal-article" @default.
- W2010178690 hasAuthorship W2010178690A5001968741 @default.
- W2010178690 hasAuthorship W2010178690A5010594755 @default.