19F NMR Studies of the Dearylation of Octaphenylcyclotetrasilane By Trifluoromethanesulfonic

The chemo- and stereoselectivity of the dearylation reaction of octaphenylcyclotetrasilane with trifluoromethanesulfonic acid was studied using 19F NMR. Up to four triflate groups could be easily introduced to the ring. Substitution of the fifth phenyl group was accompanied by ring cleavage. Dearyla...

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Bibliographic Details
Main Authors: Matyjaszewski, Krzysztof, Chrusciel, Jerzy, Cypryk, Marek, Fossum, Eric
Format: Report
Language:English
Subjects:
ACIDS
Atomic and Molecular Physics and Spectroscopy
CLEAVAGE
DEARYLATION
DISTRIBUTION
EXCHANGE
NUCLEAR MAGNETIC RESONANCE
OCTAPHENYLCYCLOTETRASILANE
Organic Chemistry
Physical Chemistry
PROTONIC ACIDS
RINGS
SILANES
SILICON
SILYL TRIFLATES
SPECTRA
STEREO ISOMERS
SUBSTITUTION REACTIONS
THERMODYNAMICS
TRIFLIC ACID
TRIFLUOROMETHANESULFONIC ACID
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Summary:The chemo- and stereoselectivity of the dearylation reaction of octaphenylcyclotetrasilane with trifluoromethanesulfonic acid was studied using 19F NMR. Up to four triflate groups could be easily introduced to the ring. Substitution of the fifth phenyl group was accompanied by ring cleavage. Dearylation competes with the exchange of silyl triflates with triflic acid and leads to the thermodynamic distribution of stereoisomers.