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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 21, Number 8
BKCSDE 21(8)
August 20, 2000 

Thermolysis Reactions of 2-Methoxy-2-(o-N,N-dimethylminometiyl)phenyl-3-tiimetiylsilyl-5,5dimetiyl-2-sila-hexane
Myong Euy Lee, Hyeon Mo Cho, Chang Hwan Kim
In the neat flow vacuum pyrolysis of 2-methoxy-2-(o-N,N+dimethylaminomethyl)phenyl-3-trimethylsilyl-5,5-dime-thyl-2-silahexane (4) at 600℃ and itsstatic thermolysis at 350℃,2,3-benzo-5-aza-1-silacyclohexane (5) has been obtained in97% and 46% yields, respectively. Product 5 might have been formed via an intramolecular rearrangement invoIving a zwitterionic species generated from the pentacoordinated silene Si-atom. From trapping experiments with an excess of MeOH, we have obtained 2-(o-N,N-dimethylaminomethyl)phenyl-5,5-dimethyl-2-trimethylsiloxy-2-silahexane (6) and 2-(o-N,N-dimethylaminomethyl)phenyl-2-methoxy-5,5-dime-thyl-2-silahexane (7) formed via an intermolecular protodesilylation reaction rather than through trapped prod-ucts of the silene.
793 - 796
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