Photochemistry of 1-aryl-4-pentamethyldisilanyl-1,3-butadiynes1-아릴-4-펜타메틸디실라닐-1,3-부타디인의 광화학

Some 1-Aryl-4-pentamethyldisilanyl-1,3-butadiynes which are very interesting class of organosilicon compounds were synthesized through several synthetic methods and photophysical and photochemical properties were investigated. All the 1-aryl-4-pentamethyldisilanyl-1,3-butadiynes show strong phosphorescence emissions. The triplet energies of these compounds lie around 52-62 kcal/mol above the ground states. 1-Aryl-4-pentamethyldisilanyl-1,3-butadiynes were irradiated with acetone to obtain site specific and regioselective two-atom insertion products (1, 2, 3, 4, and 5) via silacyclopropene intermediates. Irradiation of 1-aryl-4-pentamethyldisilanyl-1,3-butadiynes with DMFu gives [2+2] type photoadducts (6,7,8 and 10)and/or a two-atom insertion product(9). The photoadduct 7 is initially formed and prolonged irradiation of the solution results in decrease of 7 and formation of 8 indicating that 8 is a secondary photoproduct of 7. Oxygen quenching studies suggest that [2+2] type photocycloaddition reactions proceed via triplet excited states of 1-aryl-4-pentamethyldisilanyl-1,3-butadiynes and the two-atom insertion product (9) is formed via the triplet excited state of silacyclopropene intermedicates. A plausible photoreaction mechanism is proposed.
Advisors
Shim, Sang-Chul(심상철)researcher
Publisher
한국과학기술원
Issue Date
1993
Identifier
68370/325007 / 000911440
Language
eng
Description

학위논문(석사) - 한국과학기술원 : 화학과, 1993.2, [ vii, 45 p. ]

URI
http://hdl.handle.net/10203/32640
Link
http://library.kaist.ac.kr/search/detail/view.do?bibCtrlNo=68370&flag=t
Appears in Collection
CH-Theses_Master(석사논문)
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