Fluorescence behaviour of pyrene substituted tri- and hexa-silanes

Declercq, D.; Schryver, F. C. De; Miller, Robert D.

doi:10.1016/0009-2614(91)90453-g

Cited by 30 publications

(21 citation statements)

References 14 publications

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“…These shifts are indicative of substantial r-p mixing between the silicon ring and the pyrenyl moieties. Interestingly, as inferred from the 1 L a band position the r-p interaction is stronger than in 1-(1-pyrenyl)tridecamethylhexasilane ( 1 L a maximum 351 nm) and related mono-or dipyrenyl substituted linear oligosilanes [4,5]. The strong similarity of the UV spectra of 1 and 2 shows that in 2 no ground state interaction between the two pyrenyl substituents is operative.…”

Section: Resultsmentioning

confidence: 82%

“…The dipyrenyl substituted cyclohexasilane 2 thus represents the first intramolecular excimer containing a cyclic spacer 1 . In comparison to most pyrene-based excimers [4,5,11,13], the energy difference between the monomer and excimer fluorescence for 2 is relatively small (4400 cm À1 instead of 5000-6000 cm À1 ). Along with the observation that relative to the monomer emission the excimer emission is weak, this suggests that the pyrenyl moieties can not attain an optimal face-to-face geometry.…”

Section: Resultsmentioning

confidence: 99%

“…These oligosilanes are said to be r-conjugated as their electronic transitions occur in the near UV spectral region, they interact with aromatic moieties via r-p mixing and have relatively low ionization potentials [1,2]. Aryl substituted linear oligosilanes have been found to exhibit interesting properties such as TICT-like dual fluorescence [3] and intramolecular excimer emission [4,5]. In contrast, the electronic and photophysical behaviour of derivatives of cyclic oligosilanes is still undisclosed.…”

Section: Introductionmentioning

confidence: 99%

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Intramolecular excimer and exciplex emission of 1,4-dipyrenyl substituted cyclohexasilane

Walree

Kaats-Richters²,

Jenneskens³

et al. 2002

Chemical Physics Letters

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Intramolecular excimer emission is observed for cis-1,4-di(1-pyrenyl)decamethylcyclohexasilane in nonpolar solvents. Time-resolved fluorescence spectroscopy and kinetic modelling indicate that the driving force of excimer formation is very small, and that the process is governed by the flexibility of the silicon ring. In the polar solvent acetonitrile, photoinduced electron transfer occurs, with the cyclohexasilane ring acting as electron donor and the pyrenyl group as electron acceptor. Ó

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Section: Resultsmentioning

confidence: 82%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Intramolecular excimer and exciplex emission of 1,4-dipyrenyl substituted cyclohexasilane

Walree

Kaats-Richters²,

Jenneskens³

et al. 2002

Chemical Physics Letters

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“…The photochemistry of organosilicon compounds [1] has OPEN ACCESS been investigated from the perspective of absorption and emission spectroscopic properties of polysilanes [2], the generation of silylenes and disilenes by photoirradiation to oligosilanes [3][4][5][6][7][8], the formation of intramolecular charge transfer complexes of aromatic disilanes [9,10], and photoinduced electron transfer reactions of organosilicon compounds [11][12][13][14]. In addition, the enhancing effects of silyl groups on the fluorescence intensities of aromatic hydrocarbons, such as anthracenes, naphthacenes, pentacenes, triphenylenes, and pyrenes, has been probed and discussed in detail earlier [15][16][17][18][19][20][21][22][23][24][25][26][27][28][29]. Our previous studies in this area have focused on the effects of silyl, silylethynyl, germyl, and stannyl groups on the absorption and fluorescence spectroscopic properties of pyrene [30][31][32][33][34].…”

Section: Introductionmentioning

confidence: 99%

Absorption and Fluorescence Spectroscopic Properties of 1- and 1,4-Silyl-Substituted Naphthalene Derivatives

Maeda

Mizuno

2012

Molecules

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Silyl-substituted naphthalene derivatives at the 1-and 1,4-positions were synthesized and their UV absorption, fluorescence spectroscopic properties, and fluorescence lifetimes were determined. Analysis of the results shows that the introduction of silyl groups at these positions of the naphthalene chromophore/fluorophore causes shifts of the absorption maxima to longer wavelengths and increases in fluorescence intensities. Bathochromic shifts of the absorption maxima and increases in fluorescence intensities are also promoted by the introduction of methoxy and cyano groups at the naphthalene 4-and 5-positions. In addition, the fluorescence of 9,10-dicyanoanthracene is efficiently quenched by these naphthalene derivatives with Stern-Volmer plot calculated rate constants that depend on the steric bulk of the silyl groups.

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“…Recently, there have been a number of synthetic reports on silyl-substituted aromatic compounds that could be candidates for high-yield fluorescent materials [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17]. The increase in the fluorescence yield was explained by two ways [18].…”

Section: Introductionmentioning

confidence: 99%

Substitution Effects of C-C Triple Bonds on Deactivation Processes from the Fluorescent State of Pyrene Studied by Emission and Transient Absorption Measurements

Yamaji

Maeda

Nanai

et al. 2012

ISRN Physical Chemistry

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Pyrenes substituted with tert-butylethynyl, trimethylsilylethynyl, and trimethylsilylbutadiynyl groups were prepared, and the fluorescence yields (Φ f ), lifetimes, and triplet-triplet absorption were measured in cyclohexane. Upon introduction of the groups possessing triple bond(s) to the pyrene skeleton, the fluorescence rate (k f ) increased. The variation of the terminating groups did not appreciably affect the Φ f and k f values. Increasing the number of the triple bond, the k f values increased by the magnitude of order whereas the Φ f were not varied. The effect of the ethynyl groups on the k f values was rationalized by the StricklerBerg equation considering an increase of the 1 L a transition moment. Triplet-triplet absorption spectra of pyrene derivatives were obtained. The intersystem crossing rates (k isc ) increased upon increasing the number of triple bonds terminated with the trimethylsilyl group whereas those between ethynylpyrenes were independent of the terminating groups. Heavy atom effect failed to rationalize the enhancement of the k isc values upon adding the triple bond to the pyrene moiety.

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Fluorescence behaviour of pyrene substituted tri- and hexa-silanes

Cited by 30 publications

References 14 publications

Intramolecular excimer and exciplex emission of 1,4-dipyrenyl substituted cyclohexasilane

Intramolecular excimer and exciplex emission of 1,4-dipyrenyl substituted cyclohexasilane

Absorption and Fluorescence Spectroscopic Properties of 1- and 1,4-Silyl-Substituted Naphthalene Derivatives

Substitution Effects of C-C Triple Bonds on Deactivation Processes from the Fluorescent State of Pyrene Studied by Emission and Transient Absorption Measurements

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