本文關(guān)鍵詞：苯并咪唑類手性卡賓前體的合成及應(yīng)用　出處：《上海工程技術(shù)大學(xué)》2016年碩士論文　論文類型：學(xué)位論文

  更多相關(guān)文章： 氮雜環(huán)卡賓 設(shè)計(jì)合成 苯并咪唑類 手性

【摘要】：N-雜環(huán)卡賓的研究是一個(gè)很廣的領(lǐng)域,因?yàn)槠湓诜磻?yīng)中扮演催化劑的角色而被我們熟知,其優(yōu)點(diǎn)不言而喻,具有強(qiáng)富電性,結(jié)構(gòu)的易修飾性,強(qiáng)配位能力等特點(diǎn),特別突出的是N-雜環(huán)卡賓在金屬催化領(lǐng)域有著不可替代的作用。對(duì)于手性的N-雜環(huán)卡賓,我們通過(guò)對(duì)卡賓環(huán)上的碳原子或者氮原子上的取代基團(tuán)選擇,來(lái)優(yōu)化手性N-雜環(huán)卡賓的空間位阻,電子的性質(zhì),以及手性的環(huán)境,近年來(lái)我們課題組致力于對(duì)新型卡賓的開發(fā)與研究,例如銅-氮雜環(huán)卡賓的金屬絡(luò)合物合成α-氨基硼酸,以及鈀-氮雜環(huán)卡賓的金屬絡(luò)合物合成二芳基酮類化合物。而上述N-雜環(huán)卡賓配體的合成與應(yīng)用忽略了一個(gè)重要的性質(zhì)—手性。手性的N-雜環(huán)卡賓的研究是近年來(lái)手性催化領(lǐng)域的研究熱點(diǎn),其被應(yīng)用在不對(duì)稱催化反應(yīng)越來(lái)越廣泛。本論文研究的苯并咪唑類手性卡賓是N-雜環(huán)卡賓大家庭的一類,本文設(shè)計(jì)并合成新型苯并咪唑類手性卡賓前體7例,同時(shí)拓展其在不對(duì)稱催化反應(yīng)的應(yīng)用。本論文主要工作包括以下兩個(gè)方面:一、新型苯并咪唑類手性卡賓前體的合成:我們?cè)O(shè)計(jì)了一系列新型苯并咪唑類手性卡賓前體。最終合成得到7例新型手性氮雜環(huán)卡賓前體,其中卡賓環(huán)上的碳原子或者氮原子上的取代基團(tuán)都具有一定代表性,這些化合物均得到1H NMR、13C NMR、HR-MS等波譜的表征。二、新型苯并咪唑類手性卡賓前體在不對(duì)稱反應(yīng)中催化應(yīng)用利用合成的新型苯并咪唑類手性卡賓前體和銅金屬絡(luò)合物合成得到硼酸酯類化合物。所有化合物均得到了1H NMR、13C NMR、HR-MS、HPLC等波譜的表征。
[Abstract]:The study of N-heterocyclic carbene is a wide field, which is known to us for its role as catalyst in the reaction. Its advantages are self-evident, with strong electrical properties, easy modification of the structure. Especially, N-heterocyclic carbene plays an irreplaceable role in the field of metal catalysis, especially for chiral N-heterocyclic carbene. We optimize the steric hindrance of chiral N-heterocyclic carbene, the properties of electrons, and the chiral environment by selecting the carbon atoms on the carbene ring or the substituents on the nitrogen atoms. In recent years, our research group has been devoted to the development and research of novel carbenes, such as the synthesis of 偽 -aminoboric acid by the metal complexes of copper-aza-heterocyclic carbenes. The synthesis and application of the N-heterocyclic carbene ligands neglect an important property, chirality. The study of chiral N-heterocyclic carbene is that of N-heterocyclic carbene. In recent years, the research focus in the field of chiral catalysis. In this paper, the chiral carbenes of benzimidazoles are a kind of N- heterocyclic carbene family. Seven cases of novel benzimidazole chiral carbene precursors were designed and synthesized. At the same time, its application in asymmetric catalytic reaction is expanded. The main work of this thesis includes the following two aspects: 1. Synthesis of novel benzimidazole chiral carbene precursors: we designed a series of novel benzimidazole chiral carbene precursors. The carbon atoms on carbene ring and the substituents on nitrogen atoms are all representative. These compounds are characterized by 1H-NMR-13C NMR-HR-MS spectra. Synthesis of novel benzimidazole Chiral carbene precursors by Catalytic Application in asymmetric reactions Synthesis of novel benzimidazole Chiral carbene precursors and Copper Metal complexes have been used to synthesize borate esters. All the compounds have been obtained. 1H. NMR. Characterization of 13C NMR-HR-MSX HPLC.
【學(xué)位授予單位】：上海工程技術(shù)大學(xué)
【學(xué)位級(jí)別】：碩士
【學(xué)位授予年份】：2016
【分類號(hào)】：O626.23

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本文編號(hào)：1374457