טכניון מכון טכנולוגי לישראל
הטכניון מכון טכנולוגי לישראל - בית הספר ללימודי מוסמכים  
M.Sc Thesis
M.Sc StudentHanan Peleg-Wasserman
SubjectSynthesis and Characterization of a Silene-Transition
Metal Complex and Functionalized Polysilyl
Anions
DepartmentDepartment of Chemistry
Supervisor ? 18? Apeloig Yitzhak


Abstract

This work is composed of two somewhat independent studies in the field of low-coordination silicon compounds:

(1) The attempted synthesis of b-functionalized silyl anions.

(2) The synthesis and characterization of an organometallic-silene complex.

(1) b-functionalized silyl anions

To this date, b-functionalized silyl anions are yet unknown. Our main goal in this part of the work was to develop synthetic methods for the preparation of the yet unknown b-functionalized silyllithium compounds and to study their properties and reactions.

Our attempts concentrated on the synthesis of b-functionalized silyl anions which can be used in the synthesis of functionalized silenes using the sila-Peterson-type olefination shown in equation 1.

 




We were interested in particular in introducing b-functional groups such as (Me3Si)2N, MeO, and t-BuO.

Whereas lithiation of methoxysilane and aminosilane was unsuccessful lithiation of the t-butoxy silane yielded the first known functionalized substituted branched silyllithium compound.

(2) The synthesis of a silene-organometallic complex

Compounds with multiple bonds to silicon were first isolated only 23 years ago and relatively little is known about their chemistry. Our main goal in the second part of this work was to prepare the first silene-transition metal complex by a direct reaction between a stable silene and an organometallic fragment.

1 was synthesized as shown in the following equation and was isolated by crystallization. 1 molecular structure was determined by X-ray crystallography.