【作者】 姜大炜；

【导师】 林中祥；

【作者基本信息】 南京林业大学 ， 林产化学加工工程， 2004， 硕士

【摘要】 脱氢枞胺是一种具有光学活性的胺，它可由脱氢枞酸经胺化生成松香腈后氢化而得。它是一种重要的林产品，在造纸、医药、农药、化工等方面有着广泛的应用。由于它是松香酸的衍生物，因而脱氢枞胺及其醋酸盐具有一定的生物活性，可以作为优异的杀虫剂、杀菌剂和杀藻剂；另外，由于脱氢枞胺中存在天然手性碳，因而它可以作为优良的光学拆分剂。Schiff碱及其配合物由于具有生物活性及不对称催化的活性，因而也是目前研究的热点之一。 本论文研究了目前未见国内外文献报道的、水杨醛中苯环上含有取代基的水杨醛缩脱氢枞胺Schiff碱及其金属配合物的合成与表征，共计获得了21个新的化合物，从而为后期生物活性的测定及不对称催化提供研究基础和实验样品。 在Schiff碱的合成中，我们以无水乙醇为溶剂，利用醛与氨基能够发生氨解反应的性质，在加热条件下，将系列取代水杨醛（水杨醛、5-氯水杨醛、5-硝基水杨醛、5-溴水杨醛、3，5-二氯水杨醛、3，5-二溴水杨醛、4-羟基水杨醛、4-二乙氨基水杨醛、4-甲氧基水杨醛）的乙醇溶液滴加到脱氢枞胺-乙醇溶液中，经缩合得到9个Schiff碱，其中8个Schiff碱未见文献报道。通过IR、UV、¹HNMR、MS及元素分析等手段，对新Schiff碱进行了表征。 利用Schiff碱能够与金属离子配位的性质，我们选取了Mn²⁺、Co²⁺、Fe³⁺、Cu²⁺和Ni²⁺离子与系列Schiff碱进行配位。反应以无水乙醇为溶剂，在N₂氛围下，分别将Mn²⁺、Co²⁺、Fe³⁺、Cu²⁺和Ni²⁺的乙醇溶液缓慢滴加到热的Schiff碱-KOH溶液中。反应最终得到了8个铜系Schiff碱配合物和6个镍系配合物。其中镍系配合物和7个铜系配合物未见文献报道。用IR、UV、MS及元素分析等手段对配合物进行了表征，结果表明亚胺基上的N原子及酚羟基上的氧原子参与了金属离子的配位，形成了N，N，O，O四配位的铜、镍配合物。更多还原

【Abstract】 Dehydroabietylamine is a kind of optical active amine, which derived from dehydroabietic acid. Thus dehydroabietylamine and its acetates have showed some bioactivities such as pesticide, bactericide and algaecide. It is a sort of important forestry product, which can be applied in papermaking, medicine, pesticide, chemical industries etc. It can also be used as chiral resolution agent. With the properties of bioactivities and asymmetric catalytic activities, the research of Schiff bases and their complexes is also one of the active fields.Our main research work has been focused on the synthesis, characterization of substituted salicylaldehyde Schiff bases and their complexes, which are not reported in articles now. There are twenty-one new compounds in total.Nine Schiff bases were prepared by condensation of amine with substituted salicylaldehydes. To a solution of chiral amine (dehydroabietylamine) in dry ethanol, substituted salicylaldehyde-ethanol solution was added and the mixture was refluxed for 3h, then filtrated or evaporated the solvent. Some Schiff bases were purified by recrystallized. In this section, eight compounds are not reported in articles. Some new Schiff bases were characterized by IR, UV,1HNMR and elemental analyses.These Schiff bases are normally bidentate ligands, which can provide O and N atoms to coordinate with metal ions (Mn2+, Co2+, Fe3+, Cu2+and Ni2+). Thirteen new Schiff base complexes were prepared in this section(seven copper (II ) complexes and six nickel( II) complexes). Under the pressure of N2, to a refluxing solution of Schiff base in dry ethanol, metal ion solution was added dropwise and refluxing was continued over next 3h, then filtrated and the crude product was purified by recrystallized. At last, we got two types of metal complexes: eight copper( II) complexes and six nickel( II ) complexes. All these compounds were characterized by IR, UV, MS and elemental analyses.更多还原