摘要
以亚磷酸三乙酯为偶合剂,通过偶联反应得到苯甲酸(酯)修饰的四硫富瓦烯(TTF)衍生物TTF-ph-COOCH3(7),由电子给体7水解得到含苯甲酸的电子给体TTF-ph-COOH(8)。利用1H NMR、1 3C NMR、MS等对化合物7和8进行了表征。化合物7和8的电化学性质表现出TTF体系特有的两对氧化可逆的单电子峰。同时,化合物7和8在UV-Vis光谱上都有D-A的分子内电荷转移(ICT)吸收峰,从ICT吸收的强度比较,化合物8中存在更强的D-A相互作用,即相对电子给体7,电子给体8具有更高的氧化电位相。同时,还得到了制备化合物7和8的关键中间体化合物5的单晶,并对其单晶结构进行了解析。
Two tetrathiafulvalenes substituted with a phenyl (Pb) (TTF-A) [ A = Ph-COOCH3 (7) and A = Ph- COOH (8) I have been synthesized to clear the nature of the donor-acceptor interaction between the TTF unit and the aeceptor group. Their structures were characterized by J H NMR,13C N MR and mass spectra. The synthesized compounds both display two reversible redox peaks eorresponding to the TTF/TTF + and TTF+/TTF2+ and show the similar redox potentials comparable to other Ph-substituted TTF derivatives. And the results indicated thai compound 7 and 8 are good donor moleeules. We also got the crystal of the key intermediate 5 for the synthesis of compound 7 and 8. Compound 5 behmgs to monoelinie space group Pc with cell parameters of a =0. 3890 ( 1 ) urn, b =1.065 (1) ran, c = 1.318 (1) nm, Z=2, V=534.5 (2) nm^3, D,. =1.542 g-em 3, F(000) =260, R = 0.0467, toR=0. 0739 (1 〉2σ(1)).
出处
《化学通报》
CAS
CSCD
北大核心
2016年第3期272-275,共4页
Chemistry
基金
国家自然科学基金项目(201372136)
宁波市创新团队项目(2011B82002)资助