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대한화학회 제105회 학술발표회 및 총회 Comparative Photophysics on meso-alkyl [26]- and [28]Hexaphyrins: Conformational Switching between Hückel and Möbius Aromaticity

등록일
2010년 2월 16일 16시 32분 20초
접수번호
0230
발표코드
금27H6구 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
금 15시 : 55분
발표형식
구두발표
발표분야
물리화학 - 물리화학에서의 최근 연구
저자 및
공동저자
윤민철, Atsuhiro Osuka1, 김동호
연세대학교 화학과, Korea
1Kyoto University, Japan, Japan
Molecular aromaticity in cyclic polyenes has been one of the most important concepts in chemistry over the last several decades. Recently, other types of aromatic compounds have been synthesized based on single-twisted Möbius and double-twisted Hückel aromaticity. In this work, we have investigated on comparative photophysics between meso-trifluoromethyl [26]- (TFM26H) and [28]hexaphyrins (TFM28H) to explore aromaticity-correlated photophysics using NMR, steady-state, and time-resolved spectroscopies along with theoretic calculations. It was found that two conformational isomers for TFM28H exist with a fast equilibrium, which is quite sensitive to solvent and temperature. One conformer having short S1-state lifetime of 10 ps corresponds to the double sided Hückel antiaromatic conformer with figure-eight structure, whereas the other one should have Möbius aromatic nature with 25-fold longer S1-state lifetime (~250 ps) and highly distorted structure. Through our findings, conformational dynamics on aromatic and antiaromatic mixtures in equilibrium, can provide useful information on the structure-property relationship between aromatic and antiaromatic expanded porphyrin systems.

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