| The syntheses of linear and angular benzobisoxadisiloles 2.9 and 2.13 as well as benzotrisoxadisilole 2.28 were accomplished. They can serve as new benzyne precursors. Generation of benzynes (2.15, 2.22 and 2.30) from benzobisoxadisiloles and benzotrisoxadisilole via the phenyliodination/fluoride induced elimination protocol were investigated.;The linear and angular benzobisoxadisiloles can serve as synthetic equivalents of 1,4- and 1,3-benzdiyne (3.2 and 3.1) respectively via the phenyliodination/fluoride induced elimination protocol.;Mono- and bis-oxadisilole fused isobenzofurans (4.37 and 4.40) and isoindoles (4.61 and 4.64) were synthesized and isolated for the first time, they were used as the synthons for a series of mono- and bis-oxadisilole fused linear acenes (4.47-4.50 and 4.55-4.58) and acenequinones (4.69, 4.70 and 4.75). The electrochemical and photo-physical properties of these oxadisilole fused acenes were characterized.;Bis- and tetra-oxadisilole fused pentacenequinones (4.77 and 4.80) and heptacenequinones (4.84 and 4.88) were synthesized via double Diels-Alder or 4-fold Aldol-condensation reactions.;Mono- and bis-oxadisilole fused dibenz[a,c]anthracenes 5.3 and 5.6 were also synthesized via palladium-catalyzed [2+2+2] cyclotrimerization reaction and aromatization. The electrochemical and photo-physical properties of these dibenz[ a,c]anthracene derivatives was characterized.;The structures of 14 new compounds were also confirmed by X-ray analyses.*.;*Please refer to dissertation for diagrams. |
