1. 毕业设计（论文）的内容和要求

1.查阅相关交叉去氢偶联反应资料，深入了解反应底物的性质和背景，对反应的历程与机理有一定的认知。

2.具备熟练核磁共振氢谱碳谱分析，并确定产物结构的能力，了解高效液相色谱的原理及使用。

3.熟练利用tlc监控反应，会用柱层析法分离产物。

2. 参考文献

Pu, S.-Z.;Sun, Q.;Fan, C.-B.; Wang, R. -J.; Liu, G. Recent advances in diarylethene-based multi-responsive molecular switches. J. Mater. Chem. C 2016, 4, 3075-3093. [2] .Zhao, Y. J.; Chng, S. S.; Loh, T.-P.Lewis Acid-Promoted Intermolecular Acetal-Initiated Cationic Polyene Cyclizations. J. Am. Chem. Soc. 2007, 129, 492-493. [3] .Zhao, J. F.; Loh, T.-P. Asymmetric Syntheses of 8-Oxabicyclo[3,2,1]octanes: A Cationic Cascade Cyclization. Angew. Chem., Int. Ed. 2009, 48, 7232-7235. [4] .Li, B.; Lai, Y. C.; Zhao, Y. J.; Wong, Y. H.; Shen, Z. L.; Loh, T.-P. Synthesis of 3-Oxaterpenoids and ItsApplication in the Total Synthesis of Moluccanic Acid Methyl Ester Angew. Chem., Int. Ed. 2012, 51, 10619-10623. [5] .B. Li, Y. J. Zhao, Y. C. Lai, T.-P. Loh, Asymmetric Syntheses of 8‐Oxabicyclo[3,2,1]octanes: A Cationic Cascade CyclizationAngew. Chem., Int. Ed. 2012, 51, 8041-8045. [6] .St#281;pień, M.; Gońka, E.; #379;y#322;a, M.; Sprutta, N. Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds: Synthetic Routes, Properties, and Applications.Chem. Rev. 2017, 117, 3479-3716. [7] .Li, J.; Ballmer, S. G.; Gillis, E. P.; Fujii, S.; Schmidt, Palazzolo, M. J. A. M. E.; Lehmann, J. W.; Morehouse, G. F.; Burke, M. D. Synthesis of many different types of organic small molecules using one automated process.Science 2015, 347, 1221-1226. [8] .Lipinski, C.; Hopkins, A. Navigating chemical space for biology and medicine. Nature 2004, 432, 855-861. [9] .Conte, F.; Copat, C.; Longo, S.; Conti, G. O.; Grasso, A.; Arena, G.; Dimartino, A.; Brundo, M. V.; Ferrante, M. Polycyclic aromatic hydrocarbons in Haliotis tuberculata (Linnaeus,1758) (Mollusca, Gastropoda):Considerations on food safety and source investigation. Food Chem. Toxicol. 2016, 94, 57-63. [10].Jin, H.; Cai, R. Z.; Schacherer, L.; Jabri, S.; Tsiang, M.; Fardis, M.; Chen, X.; Chen, J. M.; Kim, C. U.Design,synthesis, and SAR studies of novel and highly active tri-cyclic HIV integrase inhibitors. Bioorg. Med. Chem. Lett. 2006, 16, 3989-3992. [11].Bonnet, S.; Collin, J. P.; Koizumi, M.; Mobian, P.; Sauvage, J. P.; Transition-Metal-Complexed Molecular Machine Prototypes. Adv. Mater. 2006, 18, 1239-1250. [12].Segawa, Y.; Maekawa, T.; Itami, K. Synthesis of Extended π‐Systems through C#8211;H Activation Angew. Chem., Int. Ed. 2015, 54, 66-81. [13].Zhao; D.; Kim, J. H.; Stegemann, L.; Strassert, C.; Glorius, F. Cobalt(III)‐Catalyzed Directed C#63743;H Coupling with Diazo Compounds: Straightforward Access towards Extended π‐Systems.Angew. Chem., Int. Ed. 2015, 54, 4508-4511 [14].Li, C.-J. Cross-Dehydrogenative Coupling (CDC): Exploring C#8722;C Bond Formations beyond Functional Group Transformations. Acc. Chem. Res. 2009, 42, 335-344. [15].Deng, G.; Zhao, L.; Li, C.-J. Ruthenium‐Catalyzed Oxidative Cross‐Coupling of Chelating Arenes and Cycloalkanes .Angew. Chem., Int. Ed. 2008, 47, 6278-6282.

3. 毕业设计（论文）进程安排

2017.12.1-2018.3.1 查阅资料，完成开题报告和任务书 2018.3.2-2018.3.10 确定方案，学习实验过程和操作 2018.3.11-2018.4.30 独立实验，合成产品并进行结构表征 2018.5.1-2018.5.30 数据整理，书写论文，制作PPT