e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Direct thermal and photochemical generation of silanones

G Hussman, WD Wulff, TJ Barton

Index: Hussmann, Gregory; Wulff, William D.; Barton, Thomas J. Journal of the American Chemical Society, 1983 , vol. 105, # 5 p. 1263 - 1269

Full Text: HTML

Citation Number: 9

Abstract

Abstract: 2-Silapyrans (1, 2-oxasilins) are synthesized by the pyrolysis of 1-disilanyl-4- methoxy-1, 3-butadienes via initial 1, 5-silyl migration to afford an intermediate l-sila-l, 3- butadiene. Diels-Alder reaction of the silapyrans and perfluoro-2-butyne does not lead to isolable adducts but rather leads to apparent extrusion of silanone (R, Si= O), which is trapped by a variety of reagents. Reaction of the silapyrans and maleic anhydride ...

3,3-dimethyl-2-oxa-3-sila-bicyclo[2.2.2]oct-7-ene-5exo,6exo-dicarboxylic acid anhydride Structure

3,3-dimethyl-2-...

~67%

Phthalic anhydride Structure

Phthalic anhydride

1,3-Isobenzofurandione,3a,7a-dihydro- Structure

1,3-Isobenzofur...

hexamethylcyclotrisiloxane Structure

hexamethylcyclo...

(4S,7R)-8-methyl-8-(trimethylsilyl)-3a,4,7,7a-tetrahydro-4,7-(epoxysilano)isobenzofuran-1,3-dione Structure

(4S,7R)-8-methy...

~51%

Phthalic anhydride Structure

Phthalic anhydride

1,3-Isobenzofurandione,3a,7a-dihydro- Structure

1,3-Isobenzofur...

3-methoxy-2,2,3,5,5-pentamethyl-4,6-dioxa-2,3,5-trisilaheptane Structure

3-methoxy-2,2,3...

Dimethoxy(dimethyl)silane Structure

Dimethoxy(dimet...

(4S,7R)-8-methyl-8-(trimethylsilyl)-3a,4,7,7a-tetrahydro-4,7-(epoxysilano)isobenzofuran-1,3-dione Structure

(4S,7R)-8-methy...

~53%

Phthalic anhydride Structure

Phthalic anhydride

1,3-Isobenzofurandione,3a,7a-dihydro- Structure

1,3-Isobenzofur...

Detail

Dimethoxydiphenylsilane Structure

Dimethoxydiphen...

3,3-dimethyl-2-oxa-3-sila-bicyclo[2.2.2]oct-7-ene-5exo,6exo-dicarboxylic acid anhydride Structure

3,3-dimethyl-2-...

~%

Phthalic anhydride Structure

Phthalic anhydride

1,3-Isobenzofurandione,3a,7a-dihydro- Structure

1,3-Isobenzofur...

Detail

Dimethoxy(dimethyl)silane Structure

Dimethoxy(dimet...

2,2-dimethyloxasiline Structure

2,2-dimethyloxa...

~%

1,3-Dimethoxy-1,1,3,3-Tetramethyl Disiloxane Structure

1,3-Dimethoxy-1...

m-Bis(trifluoromethyl)benzene Structure

m-Bis(trifluoro...

2,2,5,5-Tetramethyl-1,2,5-oxadisilolane Structure

2,2,5,5-Tetrame...

1-methyl-1-(trimethylsilyl)sila-α-pyran Structure

1-methyl-1-(tri...

~%

m-Bis(trifluoromethyl)benzene Structure

m-Bis(trifluoro...

2,4,4,7,7-pentamethyl-2-trimethylsilanyl-[1,3,2,4,7]dioxatrisilepane Structure

2,4,4,7,7-penta...

2,2-dimethyloxasiline Structure

2,2-dimethyloxa...

hexafluoro-2-butyne Structure

hexafluoro-2-butyne

~%

1,3-Dimethoxy-1,1,3,3-Tetramethyl Disiloxane Structure

1,3-Dimethoxy-1...

m-Bis(trifluoromethyl)benzene Structure

m-Bis(trifluoro...

1-methyl-1-(trimethylsilyl)sila-α-pyran Structure

1-methyl-1-(tri...

hexafluoro-2-butyne Structure

hexafluoro-2-butyne

~%

m-Bis(trifluoromethyl)benzene Structure

m-Bis(trifluoro...

2,4,4,7,7-pentamethyl-2-trimethylsilanyl-[1,3,2,4,7]dioxatrisilepane Structure

2,4,4,7,7-penta...

Dimethoxy(dimethyl)silane Structure

Dimethoxy(dimet...

2,2-dimethyloxasiline Structure

2,2-dimethyloxa...

~%

1,3-Dimethoxy-1,1,3,3-Tetramethyl Disiloxane Structure

1,3-Dimethoxy-1...

m-Bis(trifluoromethyl)benzene Structure

m-Bis(trifluoro...

2,2-dimethyloxasiline Structure

2,2-dimethyloxa...

hexafluoro-2-butyne Structure

hexafluoro-2-butyne

~%

1,3-Dimethoxy-1,1,3,3-Tetramethyl Disiloxane Structure

1,3-Dimethoxy-1...

m-Bis(trifluoromethyl)benzene Structure

m-Bis(trifluoro...

Dimethoxy(dimethyl)silane Structure

Dimethoxy(dimet...

3,3-dimethyl-2-oxa-3-sila-bicyclo[2.2.2]oct-7-ene-5exo,6exo-dicarboxylic acid anhydride Structure

3,3-dimethyl-2-...

~%

1,3-Dimethoxy-1,1,3,3-Tetramethyl Disiloxane Structure

1,3-Dimethoxy-1...

benzene Structure

Triethyl orthoacetate Structure

Triethyl orthoa...

~%

Diethoxydimethylsilane Structure

Diethoxydimethy...

m-Bis(trifluoromethyl)benzene Structure

m-Bis(trifluoro...

ethyl acetate Structure

Chlorotrimethylsilane Structure

Chlorotrimethyl...

2,2-dimethyloxasiline Structure

2,2-dimethyloxa...

~%

Chloropentamethyldisiloxane Structure

Chloropentameth...

m-Bis(trifluoromethyl)benzene Structure

m-Bis(trifluoro...

Detail

Silane,trimethyl[(1-methyl-2-propen-1-yl)oxy]- Structure

Silane,trimethy...

~%

m-Bis(trifluoromethyl)benzene Structure

m-Bis(trifluoro...

N/A Structure

2,2,4,4-tetramethyl-1,3-dioxa-2,4-disilacycloocta-5,7-diene Structure

2,2,4,4-tetrame...

Detail

Silane,trimethyl[(1-methyl-2-propen-1-yl)oxy]- Structure

Silane,trimethy...

2,2-dimethyloxasiline Structure

2,2-dimethyloxa...

~%

m-Bis(trifluoromethyl)benzene Structure

m-Bis(trifluoro...

N/A Structure

Detail

cis,cis-1-(pentamethyldisilanyl)-4-methoxy-1,3-butadiene Structure

cis,cis-1-(pent...

~50%

TMS Structure

2,2-dimethyloxasiline Structure

2,2-dimethyloxa...

cis-1-(pentamethyldisilanyl)-4-methoxybut-1-yn-3-ene Structure

cis-1-(pentamet...

~%

2,2-dimethyloxasiline Structure

2,2-dimethyloxa...

Chlorotrimethylsilane Structure

Chlorotrimethyl...

2,2-dimethyloxasiline Structure

2,2-dimethyloxa...

~%

Chloropentamethyldisiloxane Structure

Chloropentameth...

m-Bis(trifluoromethyl)benzene Structure

m-Bis(trifluoro...

Detail

(Z,Z)-4-methoxy-1-(2-heptamethyltrisilanyl)-1,3-butadiene Structure

(Z,Z)-4-methoxy...

~0%

TMS Structure

1-methyl-1-(trimethylsilyl)sila-α-pyran Structure

1-methyl-1-(tri...

Silanones and silanethiones from the reactions of transient ...

[Khabashesku, V. N.; Kerzina, Z. A.; Baskir, E. G.; Maltsev, A. K.; Nefedov, O. M. Journal of Organometallic Chemistry, 1988 , vol. 347, p. 277 - 294]

Silanones and silanethiones from the reactions of transient ...

[Khabashesku, V. N.; Kerzina, Z. A.; Baskir, E. G.; Maltsev, A. K.; Nefedov, O. M. Journal of Organometallic Chemistry, 1988 , vol. 347, p. 277 - 294]

Silanones and silanethiones from the reactions of transient ...

[Khabashesku, V. N.; Kerzina, Z. A.; Baskir, E. G.; Maltsev, A. K.; Nefedov, O. M. Journal of Organometallic Chemistry, 1988 , vol. 347, p. 277 - 294]