Phosphonium salt as an aryl donor in coupling reactions : scope and mechanistic studiesPhosphonium salt를 aryl donor로 이용한 coupling 반응과 그의 메커니즘에 관한 연구

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Use of quaternary phosphonium salts as an aryl donor has been investigated in the Pd-catalyzed olefination and cross-coupling reactions with regard to substrate scope and mechanistic aspects. It turned out that palladium(0) adds oxidatively into aryl-phosphorous bond of phosphonium salts leading to (Ar3P)2PdArX adducts which were readily detected and characterized by ESI-MS and X-ray crystallography, respectively. We have shown that coupling reactions of phosphonium salts with olefins, boron compounds, and terminal alkynes are efficiently carried out by the use of palladium catalysts under suitable conditions to afford the coupled products in good to excellent yields. It was also revealed that aryl-aryl exchange in the intermediates (Ar3P)2PdArX proceeds rapidly under catalytic conditions, and, as a result, aryl transfer from differently substituted tetraarylphosphonium salts is non-selective in Pd-catalyzed cross coupling reactions.
Advisors
Chang, Suk-Bokresearcher장석복researcher
Description
한국과학기술원 : 화학과,
Publisher
한국과학기술원
Issue Date
2005
Identifier
243651/325007  / 020033692
Language
eng
Description

학위논문(석사) - 한국과학기술원 : 화학과, 2005.2, [ [ii], [51] p. ]

URI
http://hdl.handle.net/10203/32026
Link
http://library.kaist.ac.kr/search/detail/view.do?bibCtrlNo=243651&flag=dissertation
Appears in Collection
CH-Theses_Master(석사논문)
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