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A Combined Experimental and Theoretical Study of the Kinetics and Mechanism of the Addition of Alcohols to
 

Summary: A Combined Experimental and Theoretical Study of the
Kinetics and Mechanism of the Addition of Alcohols to
Electronically Stabilized Silenes: A New Mechanism for the
Addition of Alcohols to the SidC Bond
William J. Leigh,*, Thomas R. Owens, Michael Bendikov,*, Sanjio S. Zade, and
Yitzhak Apeloig
Contribution from the Department of Chemistry, McMaster UniVersity, 1280 Main Street West,
Hamilton, Ontario, Canada L8S 4M1, Department of Organic Chemistry, Weizmann Institute of
Science, 76100 RehoVot, Israel, and Department of Chemistry and the Lise Meitner-MinerVa
Center for Computational Quantum Chemistry, Technion-Israel Institute of Technology,
Haifa 32000, Israel
Received February 26, 2006; E-mail: leigh@mcmaster.ca; michael.bendikov@weizmann.ac.il
Abstract: The stabilized silene 1,1-bis(trimethylsilyl)-2-adamantylidenesilane (4) has been generated by
photolysis of a novel trisilacyclobutane derivative in various solvents and studied directly by kinetic UV
spectrophotometry. Silene 4 decays with second-order kinetics in degassed hexane solution at 23 C (k/
) 8.6 10-6
cm s-1
) due to head-to-head dimerization. It reacts rapidly with oxygen [k(25 C) 3 105
M-1
s-1

  

Source: Apeloig, Yitzhak - Department of Chemistry, Technion, Israel Institute of Technology

 

Collections: Chemistry