DC Field | Value | Language |
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dc.contributor.advisor | Chang, Suk-Bok | - |
dc.contributor.advisor | 장석복 | - |
dc.contributor.author | Park, Sae-Hume | - |
dc.contributor.author | 박세흠 | - |
dc.date.accessioned | 2013-09-12T01:43:40Z | - |
dc.date.available | 2013-09-12T01:43:40Z | - |
dc.date.issued | 2013 | - |
dc.identifier.uri | http://library.kaist.ac.kr/search/detail/view.do?bibCtrlNo=514003&flag=dissertation | - |
dc.identifier.uri | http://hdl.handle.net/10203/180280 | - |
dc.description | 학위논문(박사) - 한국과학기술원 : 화학과, 2013.2, [ iv, 74 p. ] | - |
dc.description.abstract | Aryl amines are a key synthetic unit widely utilized in organic synthesis, coordination chemistry, materials science and in the pharmaceutical industry. Current synthetic routes to those compounds require either pre-functionalized starting materials or external oxidants, thus inevitably generating stoichiometric amounts of harmful side products. The efforts on overcoming these disadvantages in various methods. In other words, studies of C-C bond and C-N bond forming reactions via C-H activation were developed to broaden the usage of reaction in industry. Especially, C-H funtionalization using pentamethylcyclopentadienyl ligand and rhodium catalyst developed recently. Various functionalized arene derivatives could be made using this catalytic system via C-H bond activation. First, A new catalytic procedure of ortho-olefination of benzoates and benzaldehydes has been developed. Ester and carboxyaldehyde units were revealed to be effective chelating groups in focusing the activation of aryl C-H bonds ortho to the directing moieties under Rh-catalyzed oxidative conditions. The rhodium-catalyzed selective olefination is highly regioselective with a range of benzoates and benzaldehydes enabling efficient olefination with acrylates, acrylic acid, and styrenes. Second, we report herein a direct amidation reaction of arene carbon-hydrogen (C-H) bonds using sulfonyl azides as a source of the nitrogen group to release molecular nitrogen as the innocuous by-product. The reaction is catalyzed by a cationic rhodium complex without external oxidant and under atmospheric environment. A broad range of chelate group-containing arenes can be selectively amidated with excellent functional group tolerance, thereby opening up a new avenue to environmentally benign carbon-nitrogen (C-N) bond formation which can be immediately applied to various important schemes. Third, our recently reported Rh(III)-catalyzed C-N bond formation reactions where chelating group containing arene and a... | eng |
dc.language | eng | - |
dc.publisher | 한국과학기술원 | - |
dc.subject | 탄소-탄소 결합 | - |
dc.subject | 탄소-수소 결합 활성 | - |
dc.subject | Amidation | - |
dc.subject | Olefination | - |
dc.subject | Rhodium | - |
dc.subject | Mechanism | - |
dc.subject | Sulfonyl azide | - |
dc.subject | Ester | - |
dc.subject | C-N bond formation | - |
dc.subject | C-C bond formation | - |
dc.subject | C-H bond activation | - |
dc.subject | 탄소-질소 결합 | - |
dc.subject | 에스테르 | - |
dc.subject | 술폰 아지드 | - |
dc.subject | 메카니즘 | - |
dc.subject | 로듐 | - |
dc.subject | 올레핀화반응 | - |
dc.subject | 아미드화반응 | - |
dc.subject | 아민화반응 | - |
dc.subject | Amination | - |
dc.title | Studies of C-C and C-N bond forming reactions via rhodium-catalyzed C-H bond activation | - |
dc.title.alternative | 로듐 촉매의 탄소-수소결합 활성화를 통한 탄소-탄소, 탄소-질소결합 형성반응에 관한 연구 | - |
dc.type | Thesis(Ph.D) | - |
dc.identifier.CNRN | 514003/325007 | - |
dc.description.department | 한국과학기술원 : 화학과, | - |
dc.identifier.uid | 020088028 | - |
dc.contributor.localauthor | Chang, Suk-Bok | - |
dc.contributor.localauthor | 장석복 | - |
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