서지주요정보
질소 라디칼의 수소 전이반응 = Hydrogen atom transfer reactions of nitrogen centered radicals
서명 / 저자 질소 라디칼의 수소 전이반응 = Hydrogen atom transfer reactions of nitrogen centered radicals / 연규만.
발행사항 [대전 : 한국과학기술원, 1994].
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소장정보

등록번호

8004436

소장위치/청구기호

학술문화관(문화관) 보존서고

MCH 94015

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리뷰정보

초록정보

The free radical rearrangements of nitrogen centered radicals were studied. The addition of tributyltin radical to the azido group affords new aminyl radicals bearing tributylstannyl group. This nitrogen centered radicals underwent intramolecular hydrogen atom abstraction reaction. It was found that 1,5-hydrogen atom transfer from carbon to nitrogen was favorable when the resulting carbon centered radicals could be stabilized by the neighboring group after migration. When the radical stabilizing group was the nitrile group, 1,5-hydrogen transfer from carbon to nitrogen competed with intramolecular addition of aminyl radicals to the nitrile group. Also 1,5-$Bu_3Sn$ group transfer from carbon to nitrogen was found. But simple aminyl radicals generated by the reaction of sulfenamides with n-$Bu_3SnH$ gave poorer yields in hydrogen atom transfer. 1,6-Hydrogen atom transfer was much inferior to 1,5-hydrogen atom transfer. In the reactions of some compounds containing carbon-carbon double bond, tetrahydrofuranyl or cyclopentanyl compounds were obtained in good yields through radical cyclization via radical translocation. Furthermore, reaction of alkyl azides with n-$Bu_3SnH$/AIBN afforded the corresponding aldehydes and ketones along with the amines. The formation of the carbonyl compounds is unexpected and the mechanistic insight awaits further studies.

서지기타정보

서지기타정보
청구기호 {MCH 94015
형태사항 iii, 71 p. : 삽도 ; 26 cm
언어 한국어
일반주기 부록 : 화합물의 $^1H$ NMR, $^{13}C$ NMR 스펙트럼 (일부)
저자명의 영문표기 : Kyu-Man Youn
지도교수의 한글표기 : 김성각
지도교수의 영문표기 : Sung-Gak Kim
학위논문 학위논문(석사) - 한국과학기술원 : 화학과,
서지주기 참고문헌 : p. 58-61
주제 Rearrangements (Chemistry)
Ring formation (Chemistry)
래디컬 반응. --과학기술용어시소러스
자리옮김 반응. --과학기술용어시소러스
고리화 반응. --과학기술용어시소러스
Free radical reactions.
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