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학술발표회초록보기

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  • 08월 18일 17시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

제108회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Synthesis and resolution of an indolocarbazole-based macrocycle of helical chirality

등록일
2011년 8월 1일 16시 26분 50초
접수번호
1342
발표코드
Ⅲ-ORGN.P-249 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
금 <발표Ⅲ>
발표형식
포스터
발표분야
유기화학
저자 및
공동저자
김민준, 석재민, 정규성
연세대학교 화학과, Korea

A large number of macrocycles have been prepared for the construction of synthetic receptors and shape-persistent scaffolds for self-assembly and supramolecular materials. Herein, we prepared a new imine macrocycle of helical chirality by folding followed by covalent post-modification of an indolocarbazole dimer. This dimer consists of two indolocarbazole moieties connected by the butadiynyl spacer, which fold into a helical conformation in the presence of an anion. Anion binding makes two benzaldehydes close enough to form reversible imine bonds with diamines such as 1,2-diaminoethane in a 1:1 stoichiometry, thus yielding an imine macrocycle of helical chirality. In the reaction, carboxylates such as acetate are necessary to template the formation of the macrocyle. Otherwise, a complicated mixture was obtained due to the formation of higher oligomers and polymers. The imine macrocycle of helical chirality was subjected to chiral resolution to obtain an optically pure imine macrocycle which has great potentials as synthetic receptors, selectors and sensors of chiral molecules. Details will be described in the poster.


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