- 學位論文
利用鉑催化萘胺類化合物進行烯丙基化反應的研究
Platinum-Catalyzed Allylation of Aminonaphthalenes
摘要
使用過渡金屬催化烯丙基烷化反應的可行性在30年前被發現後就已經被廣泛利用。在反應的過程中會形成陽離子性的η3烯丙基鉑(II價)錯合物，此中間體是要與烯丙基化合物進行氧化性加成的重要關鍵，而烯丙基化合物包括烯丙基鹵化物、乙酸烯丙酯及烯丙基碳酸化合物。利用鈀催化烯丙基反應是一個相當有效的合成方法，對於碳-碳鍵、碳-氮鍵、碳-氧鍵的形成具有高度的立體與位相選擇性。但無論如何，利用鉑金屬催化烯丙基化反應卻比較少被注意到。 在本文中，我們加入催化量的鉑當催化劑使1-萘胺與乙酸烯丙酯反應，並探討影響金屬鉑催化芳香胺類化合物進行烯丙基置換反應的因素。由實驗結果顯示，各種氮-烯丙基化產物均能順利得到。
並列摘要
The synthetic utility of transition-metal catalyzed allylic alkylation has been demonstrated since its discovery nearly three decades ago. The catalytic cycle requires the formation of the cationic η3-allylplatinum(II) complex, an intermediate that is generated by oxidative addition of allylic compounds including allylic halide, acetate, and carbonate to a Pt(0) complex. The palladium- catalyzed allylation has been studied extensively which is an efficient and highly stereo- and chemoselective method for C-C, C-N, and C-O bond formation. However, platinum-catalyzed allylation has attracted little attention. Herein, we carried out the allylation of aminonaphthalenes with allylic acetate in the presence of a catalytic amount of platinum. The factors which affect the platinum catalyzed allylation of arylamine were investigated. N-allylation of various aminonaphthalene compounds was achieved.