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Patai, S, Rappoport, Z, Eds, Wiley: New York, Chapter 10
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(c) Birkofer, L.; Stuhl, O. The Chemistry of Organic Silicon Compounds; Patai, S., Rappoport, Z., Eds.; Wiley: New York, 1989; Chapter 10.
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Lennon, P. J.; Mack, D. P.; Thompson, Q. E. Organometallics 1989, 8, 1121-1122.
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64549134580
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Historically, alkylations of halosilane were demonstrated for the first time by using diorganozinc reagents under harsh reaction conditions
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Historically, alkylations of halosilane were demonstrated for the first time by using diorganozinc reagents under harsh reaction conditions:
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9
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64549135021
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Treatment of 1a with zinc fluoride in THF provided Me2PhSiF, which is more reactive toward the nucleophilic substitution with 2a. Thus, the mechanism of activating chlorosilane 1a may be different from that of other zinc salts
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Treatment of 1a with zinc fluoride in THF provided Me2PhSiF, which is more reactive toward the nucleophilic substitution with 2a. Thus, the mechanism of activating chlorosilane 1a may be different from that of other zinc salts.
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10
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64549117309
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The reaction of chlorotriethylsilane proceeded smoothly in the presence of a catalytic amount of silver nitrate, see ref 3
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The reaction of chlorotriethylsilane proceeded smoothly in the presence of a catalytic amount of silver nitrate, see ref 3.
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11
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53549086250
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Patai, S, Rappoport, Z, Eds, Wiley: New York, Chapter 7
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Schmidbaur, H.; Bayler, A. The chemistry of organic derivatives of gold and silver; Patai, S., Rappoport, Z., Eds.; Wiley: New York, 1999; Chapter 7.
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Schmidbaur, H.1
Bayler, A.2
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12
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64549159291
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THF was the best solvent in the reactions with vinyl-, benzyl-, and allylmagnesium reagents. 1,4-Dioxane retarded the reactions.
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THF was the best solvent in the reactions with vinyl-, benzyl-, and allylmagnesium reagents. 1,4-Dioxane retarded the reactions.
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13
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64549120099
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Treatment of chloromethyldiphenylsilane with 4-pentenylmagnesium bromide for 3 h provided the desired product in 32% yield in the absence of any zinc salts. However, no acceleration of the reaction was observed even when zinc salts were added.
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Treatment of chloromethyldiphenylsilane with 4-pentenylmagnesium bromide for 3 h provided the desired product in 32% yield in the absence of any zinc salts. However, no acceleration of the reaction was observed even when zinc salts were added.
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14
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0000444566
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Ultrasound irradiation was required for the synthesis of allylsilane 4f, see: Hagen, G.; Mayr, H. J. Am. Chem. Soc. 1991, 113, 4954-4961.
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Ultrasound irradiation was required for the synthesis of allylsilane 4f, see: Hagen, G.; Mayr, H. J. Am. Chem. Soc. 1991, 113, 4954-4961.
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15
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Krasovskiy, A.; Knochel, P. Ansew. Chem., Int. Ed. 2004, 43, 3333 3336.
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Krasovskiy, A.; Knochel, P. Ansew. Chem., Int. Ed. 2004, 43, 3333 3336.
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33746929105
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For recent examples of zincate chemistry see: a
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For recent examples of zincate chemistry see: (a) Hatano, M.; Suzuki, S.; Ishihara, K. J. Am. Chem. Soc. 2006, 128, 9998-9999.
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Studte, C.; Breit, B. Ansew. Chem., Int. Ed. 2008, 47, 5451-5455.
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(b) Studte, C.; Breit, B. Ansew. Chem., Int. Ed. 2008, 47, 5451-5455.
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Mulvey, R. E.; Mongin, F.; Uchiyama, M.; Kondo, K. Ansew. Chem., Int. Ed. 2007, 47, 3802-3824.
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(c) Mulvey, R. E.; Mongin, F.; Uchiyama, M.; Kondo, K. Ansew. Chem., Int. Ed. 2007, 47, 3802-3824.
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64549149257
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Commercially available
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Commercially available.
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