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(6) For example, Cheng, S.; Corner, D. D.; Williams, J. P.; Myers, P. L.; Boger, D. L. J. Am. Chem. Soc. 1996, 118, 2567.
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24
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0013477445
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For organo(2-pyridyl)dimethylsilane having polar funcitonal groups, the number of extraction would be decreased to two or three
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(8) For organo(2-pyridyl)dimethylsilane having polar funcitonal groups, the number of extraction would be decreased to two or three.
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25
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0013549483
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3-Pyridyldimethylsilyl group was also found to be quite effective as a "phase tag" for acid-base extraction
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(9) 3-Pyridyldimethylsilyl group was also found to be quite effective as a "phase tag" for acid-base extraction.
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28
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0013477939
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In 1,2-dichloroethane 3-pyridyldimethylsilane gave the hydrosilylation product in 90% yield, although the reaction was still very slow (20 h)
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(12) In 1,2-dichloroethane 3-pyridyldimethylsilane gave the hydrosilylation product in 90% yield, although the reaction was still very slow (20 h).
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33
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(14) Tamao, K.; Ishida, N.; Ito, Y.; Kumada, M. Org. Synth. 1990, 69, 96.
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(16) Pioneering work of Chan revealed that the aminomethylsilyl group is cleaved under 'standard conditions' of Tamao oxidation: Chan, T. H.; Pellon, P. J. Am. Chem. Soc. 1989, 111, 8737.
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It is also noteworthy that the interaction of C-Si σ orbital with the nonbonding p orbital of the nitrogen raises the HOMO level which in turn enhances the susceptibility toward oxidation. (a) Yoshida, J.; Maekawa, T.; Murata, T.; Matsunaga, S.; Isoe, S. J. Am. Chem. Soc. 1990, 112, 1962.
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