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Title: Highly unsaturated dendritic and conjugated systems of silicon by multiple transfer of Si=Si units
Author: Jeck, Jonathan
Awarding Body: Imperial College London
Current Institution: Imperial College London
Date of Award: 2013
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Stable disilenides, silicon analogues of vinyl anions, offer a valuable entry point to unsymmetrically substituted disilenes of the A2 Si=SiAB (substituents A ≠ B) form otherwise impossible to obtain. Disilenes, although kinetically stabilised by bulky substituents, readily react with a broad range of substrates consuming the silicon double bond in a multitude of addition reactions. This makes manipulations in the periphery of the disilene scaffold a challenging task. This thesis concentrates mainly on the synthetic approach to novel functionalised unsymmetrically substituted disilenes by reaction of a disilenide with suitable precursors and transformation of functionality in the presence of Si-Si double bonds. The second major topic is the preparation of extended (conjugated) systems with multiple Si=Si units using a disilenide as transfer reagent. Stable compounds featuring between one and six Si=Si units were obtained and fully characterised including para-(halosilanyl)phenyl disilenes, thiophenyl disilenes, aminophenyl disilenes as well as disilenyl functionalised amine- and silane-centred dendritic molecules. Spectroscopic data for each class of compounds is presented showing the influence of functional groups on the molecular properties, especially the HOMO-LUMO gap.
Supervisor: Vilar Compte, Ramon Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available