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제120회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Synthesis, Structure, and Electrochemical Properties of Quinoxaline-Annulated Tetrathiafulvalene Pyrroles

2017년 8월 31일 16시 27분 36초
ORGN.P-441 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
10월 20일 (금요일) 13:00~14:30
Organic Chemistry
저자 및
Jonghyeok Pak, Sunhee Cho1, Jung Su Park1,*
College of Pharmacy, Seoul National University, Korea
1Department of Chemistry, Sookmyung Women's University, Korea
Conjugated donor-acceptor systems have been attracted due to their diverse applications such as artificial photosynthetic, solar cell, and nonlinear optical materials. Among a variety of the electron donating moieties, tetrathiafulvalene (TTF) derivatives are well-known key constituents for donor-acceptor systems. Especially, pyrrole-fused TTF derivatives are used as important building blocks because they can be readily converted to a variety of supramolecular functional materials.[1] On the other hand, quinoxaline, a nitrogen containing bicyclic compound, is widely employed as a versatile electron-deficient building block including dyes, pharmaceuticals, antibiotics and various functional electronic materials.[2]
With such consideration in mind, here we firstly present the synthesis of a series of quinoxaline-annulated TTF pyrrole derivatives as well as bis-quinoxaline-TTF. These molecular structures have been fully characterized by 1H and 13C-NMR, High Resolution-Mass spectra, and X-ray crystallography. Their electrochemical and photophysical properties are examined by UV-Vis, fluorescence spectroscopy, cyclic voltammetry and EPR spectroscopy. In common, all these derivatives exhibit intramolecular charge transfer (ICT) band. Upon the addition of either Brønsted–Lowry acid or Lewis acid, largely red-shifted ICT band were observed.

[1] J. S. Park, J. Kim, Y.-H. Kim, J. L. Sessler, RSC Adv., 2015, 5, 69259-69262
[2] J. J. Bergkamp, S. Decurtins, S.-X. Liu, Chem. Soc. Rev., 2015, 44, 863-874