Dimethylsilylene, (CH3)2Si

Drahnak, Timothy J.; Michl, Josef; West, Robert

doi:10.1021/ja00512a059

Cited by 121 publications

(51 citation statements)

References 2 publications

(2 reference statements)

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“…transition of silylene is known to be strongly affected by the substituents, 23,24 the maximum at 440 nm is close to that for dimethylsilylene ( max 453 nm) 12 and 1-silacyclopentane-1,1-diyl ( max 436 nm) 24 observed in 3-methylpentane matrix at 77 K (Table 1). In contrast, the n(Si) !…”

Section: Structure and Spectroscopic Propertiessupporting

confidence: 58%

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A Helmeted Dialkylsilylene

Kira¹,

Iwamoto²,

Ishida³

2007

Bulletin of the Chemical Society of Japan

102

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Structural characteristics, spectroscopic properties, and unique reactions of a helmeted dialkylsilylene, 2,2,5,5-tetrakis(trimethylsilyl)silacyclopentane-1,1-diyl, that was synthesized as the first isolable dialkylsilylene and its application to the synthesis of novel silicon unsaturated compounds are surveyed. The silylene was found to be the least electronically perturbed among known stable silylenes by 29 Si NMR and UV-vis spectroscopies. The silylene reacts not only with well-known trapping reagents for transient silylenes, such as alcohols, triethylsilane, and 2,3-dimethylbutadiene, but also with less reactive haloalkanes and halosilanes to give the corresponding adducts. One-electron reduction of the silylene using alkali metals affords the corresponding radical anion as a relatively persistent species at low temperatures in solution. Irradiation of the silylene using visible light generates a singlet excited state with a lifetime of 80.5 ns, which reacts with various aromatic compounds and alkenes to give the corresponding silepins and siliranes in a highly regio-and stereoselective manner. The silylene is utilized for the synthesis of unique silicon unsaturated compounds, such as Si=X doubly bonded compounds (X ¼ S, Se, Te, C=NR, etc.), a trisilaallene, a 1,3-disilagermaallene, and silylene transition-metal complexes.

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Section: Structure and Spectroscopic Propertiessupporting

confidence: 58%

“…4) 11 was found to be an excellent method for the generation of dimethylsilylene, and the spectroscopic detection of dimethylsilylene isolated in a low-temperature matrix was first achieved using the photolysis in 1970. 12 …”

Section: Introductionmentioning

confidence: 99%

A Helmeted Dialkylsilylene

Kira¹,

Iwamoto²,

Ishida³

2007

Bulletin of the Chemical Society of Japan

102

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“…In general, silylenes (SiH2, Si(CH&) absorb in the range 400-500 nm [23,241, and fluoresce at longer wavelengths between 440-800 nm [23,251. In addition, dimethylsilylene does not absorb in the C02 laser range [261, and this should hold for diethylsilylene.…”

Section: Discussionmentioning

confidence: 99%

CO₂ laser excitation of triethylsilane: Time resolved luminescence of diethylsilyl radical

Papagiannakopoulos¹,

Lazarou²

1994

Int J of Chemical Kinetics

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The infrared multiphoton excitation of triethylsilane in the gas phase, with a pulsed C02 laser at high intensities ( I > 700 MW/cm2), produced an intense luminescence. The spectrum and time profile of this luminescence was studied as a function of pressure, and laser frequency. The radiative lifetime of this emission was 357 t 10 ns, and the quenching rates by Clz and NO were determined from lifetime measurements. A reasonable mechanism for the interpretation of this luminescence involves the initial infrared multiphoton decomposition of triethylsilane, followed by the secondary infrared multiphoton excitation of the primary photofragment diethylsilyl radical, which subsequently undergoes relaxation to an excited electronic state. The addition of 0 2 resulted in a new chemiluminescence at shorter wavelengths, which corresponds to the SiO* chromophore group.

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“…of the germanium analogs of these intermediates, which were obtained by decomposition of l,l-diazido-l-germacyclopent-3-ene (8). Cyclic germylene 9 and the corresponding isomeric germacyclopentadienes 10--12 were generated (Scheme 2) by photolysis of matrix-isolated diazide 8.…”

Section: Photochemistry Of Matrix-isolated Germaeyclopentadienes and mentioning

confidence: 99%

Interconversions of the silylene-to-silene and germylene-to-germene types: direct spectroscopic studies and calculations

et al. 1999

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The recent advances in spectroscopic and quantum-chemical studies of carbene-to-olefin isomerization of carbene analogs of Group 14 elements are discussed. Primary attention is devoted to the use of matrix isolation spectroscopy, whose successful combination with modern calculation techniques has resulted in the first spectroscopic characterization of a number of novel short-lived silylenes and germylenes and their structural isomers with unsaturated Si=C, Ge=C, and Si=O bonds.

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Dimethylsilylene, (CH3)2Si

Cited by 121 publications

References 2 publications

A Helmeted Dialkylsilylene

A Helmeted Dialkylsilylene

CO₂ laser excitation of triethylsilane: Time resolved luminescence of diethylsilyl radical

Interconversions of the silylene-to-silene and germylene-to-germene types: direct spectroscopic studies and calculations

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Dimethylsilylene, (CH3)2Si

Cited by 121 publications

References 2 publications

A Helmeted Dialkylsilylene

A Helmeted Dialkylsilylene

CO2 laser excitation of triethylsilane: Time resolved luminescence of diethylsilyl radical

Interconversions of the silylene-to-silene and germylene-to-germene types: direct spectroscopic studies and calculations

Contact Info

Product

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CO₂ laser excitation of triethylsilane: Time resolved luminescence of diethylsilyl radical