1. Highly ordered mesoporous polymer-supported phosphine as the ligand for organometallic reactions. = 1. 메조포러스 고분자에 지지된 포스핀을 이용한 유기금속 반응에 관한 연구. 2. 설포닐 트라이아졸로부터 생성된 카보닐 일라이드의 [3+2] 고리 첨가 반응에 관한 연구

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1. Development of highly reactive and selective transition metal catalyst is the one of the main discipline in modern organic chemistry. In general, the formation of mono-ligated Pd(0)-L species is believed to be important for active catalyst, and this coordinatively unsaturated catalyst enables the cross-coupling of inactivated molecules in mild condition. These kinds of reactive catalysts, however, are commonly air- and moisture-sensitive and high-cost privileged ligand was required. Herein, our group envisioned the highly-ordered mesoporous polymer-supported simple phosphine generating mono-ligated Pd(0)-L species and achieved the Suzuki cross-coupling of aryl chlorides at room temperature. In addition, we also prepared rigid macroporous polymer-supported phosphine, and then demonstrated the successful Suzuki cross-coupling of both aryl chlorides and sterically hindered aryl bromides at room temperature. We expect this catalytic system involving polymer-supported phosphine could provide not only novel reactivity and but also potential for various organometallic reactions. 2. Constructing complex structure of polycyclic compound is important topic in organic synthesis. Among them, [3+2] Cycloaddition is widely used in organic chemistry to increase the structural complexity efficiently. Recently, 1-sulfony-1,2,3-triazole got attention as the readily available precursor of α-iminocarbenoid, having strong electrophilicity that can proceed many useful transformations, in the presence of the rhodium catalyst. Our group realized that the carbonyl ylide could generated from adjacent carbonyl group with $\alpha$-iminocarbenoid, and proceeded stereoselective [3+2] cycloaddition with intramolecular olefin. We also varied the ring-size of carbonyl ylide and the length of olefin chain, and then provided various type of oxygen-bridged polycyclic compounds which are observed as core structures in various natural products.
Advisors
Lee, Hee-Yoonresearcher이희윤researcher
Description
한국과학기술원 :화학과,
Publisher
한국과학기술원
Issue Date
2017
Identifier
325007
Language
eng
Description

학위논문(박사) - 한국과학기술원 : 화학과, 2017.8,[ii, 118 p. :]

Keywords

mesoporous polymer-supported phosphine▼asuzuki cross-coupling▼aaryl chloride▼a1-sulfonyl-1▼a3-triazole▼a[3+2] cycloaddition▼acarbonyl ylide; 메조포러스 고분자에 지지된 포스핀▼a스즈키 짝지움 반응▼a아릴 클로라이드▼a1-설포닐-1▼a3-트라이아졸▼a[3+2] 고리 첨가 반응▼a카보닐 일라이드

URI
http://hdl.handle.net/10203/242162
Link
http://library.kaist.ac.kr/search/detail/view.do?bibCtrlNo=718916&flag=dissertation
Appears in Collection
CH-Theses_Ph.D.(박사논문)
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