Asymmetric 1,3-dipolar cycloaddition reaction of diazoacetates and enone compounds and synthesis of organic dyes for DSSC

다국어 초록 (Multilingual Abstract)

1. Synthesis of chiral 2-Pyrazoline :
Asymmetric 1,3-dipolar cycloaddition reaction using oxazaborolidinium catalysts

Cycloaddition reactions of diazoalkanes with olefinic dipolarophiles have been widely utilized because the resulting pyrazolines can be converted into a variety of nitrogen-containing molecules. A catalytic synthetic route to highly functionalized chiral 2-pyrazolines was developed by an asymmetric 1,3-dipolar cycloaddition reaction of diazoacetates with β-substituted acyclic enones. In the presence of chiral (S)-oxazaborolidinium ion as a catalyst, the reaction proceeded in high yield with high to excellent enantioselectivity (up to 99% ee).


2． Synthesis of organic dye containing quinoline compounds as electron donor groups

New organic D-π-A dyes containing identical π-conjugated spacer and acceptor moieties but different donor groups were designed and synthesized. This dye contains didodecyl-cyclopentadithiophene(CPDT) as a spacer, cyanoacrylic acid as an acceptor and 1-p-tolyl-1,2,3,4-tetrahydroquinoline as electron donor group. Standard material, V4 that Swiss Federal Institute of technology reported in 2013 compare with new organic dye. It was checked for photovoltaic conversion efficiency, open-circuit voltage, short-circuit current, fill factor. Photovoltaic conversion efficiency of 0.22% was obtained.

목차 (Table of Contents)

• 제１장． 2-Pyrazolines의 비대칭 합성 : Oxazaborolidinium 촉매를 이용한 비대칭 1,3-dipolar cycloaddition 반응 2
• 1.Introduction 2
• 2.Result and discussion 6
• 3.Conclusion 15
• 4.Experimental section 16
• 5.Reference 45
• 제２장． 새로운 dye-sensitized solar cell을 위하여 electron donor에 Quinoline계 구조의 화합물을 도입한 유기염료합성 47
• 1.Introduction 47
• 2.Result and discussion 51
• 3.Conclusion 59
• 4.Experimental section 60
• 5.Referencce 74
• ABSTRACT 77