Studies on synthesis, structures and reactions of small member bridged aromatic compounds

Abstract

The reaction route of strained small member bridged aromatic compounds having methyl group undergoes Iodine induced and Lewis acid catalyzed isomerization and transannular reaction to pyrene derivatives having alkyl groups played greater role of photo-physical properties in OLED materials. The recent and unique technique of isomerization product of pyrene derivative from [2.2]meta and [2.2]metaparacyclophane is the novel path to get highly fluorescence probes. The novel [3.3]pyrenophane compounds were first prepared and established their different conformer by applying spectroscopic technique. The 6,18-di-tert-butyl-9-methoxy[3.3]metacyclo(1,3) pyrenophane was shown as syn-conformation, which is the unique and novel conformer. In contrast, 17-tert-butyl- 5,6,7,9-tetramethyl-2,11-dithia[3]metacyclo[3](1,3)pyrenophane was anti-conformer. The photooxygenated product of highly strained octamethyl[2.2]metacyclophane produced a mixture of mono- and bis-endoperoxides, while the corresponding octamethyl[2.2]metaparacyclophane afforded only the bis-endoperoxide. Finally, studies of a highly strained small members bridged aromatic compounds undergo Lewis acid catalysed and photooxygenation reaction is our final goal included in this thesis.