Citation: Lu Zhengyu, Chen Jiangxi, Xia Haiping. Synthesis of Olefinic Carbolong Complexes[J]. Chinese Journal of Organic Chemistry, ;2017, 37(5): 1181-1188. doi: 10.6023/cjoc201703003 shu

Synthesis of Olefinic Carbolong Complexes

  • Corresponding author: Xia Haiping, hpxia@xmu.edu.cn
  • Received Date: 1 March 2017
    Revised Date: 17 March 2017

    Fund Project: by the National Natural Science Foundation of China 21332002by the National Natural Science Foundation of China 21490573by the National Natural Science Foundation of China 21472156

Figures(6)

  • Carbolong complexes are a new type of metalla-aromatic compounds with novel skeleton and interesting properties, which could be used as potential interesting materials. However, most of them do not have reactive organic functional groups, which hinder their applications as functional materials via chemical modifications. Olefinic group is a reactive functional group that can be used for polymerization or click reaction and so on. In this work, the synthesis of carbolong complexes attached an olefinic group, which could be used to prepare carbolong-containing materials, is reported based on their reactivity.
  • 加载中
    1. [1]

      Thorn, D. L.; Hoffmann, R. Nouv. J. Chim. 1979, 3, 39.

    2. [2]

      Elliott, G. P.; Roper, W. R.; Waters, J. M. J. Chem. Soc., Chem. Commun. 1982, 811.

    3. [3]

    4. [4]

    5. [5]

      See for examples: (a) Gilbertson, R. D.; Weakley, T. J. R.; Haley, M. M. J. Am. Chem. Soc. 1999, 121, 2597. (b) Rickard, C. E. F.; Roper, W. R.; Woodgate, S. D.; Wright, L. J. Angew. Chem., Int. Ed. 2000, 39, 750. (c) Jacob, V.; Weakley, T. J. R.; Haley, M. M. Angew. Chem., Int. Ed. 2002, 41, 3470. (d) Xia, H.; He, G.; Zhang, H.; Wen, T. B.; Sung, H. H.; Williams, I. D.; Jia, G. J. Am. Chem. Soc. 2004, 126, 6862. (e) Zhang, H.; Xia, H.; He, G.; Wen, T. B.; Gong, L.; Jia, G. Angew. Chem., Int. Ed. 2006, 45, 2920. (f) Clark, G. R.; Ferguson, L. A.; McIntosh, A. E.; Sohnel, T.; Wright, L. J. J. Am. Chem. Soc. 2010, 132, 13443. (g) Huang, J.; Lin, R.; Wu, L.; Zhao, Q.; Zhu, C.; Wen, T. B.; Xia, H. Organometallics 2010, 29, 2916. (h) Poon, K. C.; Liu, L.; Guo, T.; Li, J.; Sung, H. H. Y.; Williams, I. D.; Lin, Z.; Jia, G. Angew. Chem., Int. Ed. 2010, 49, 2759. (i) Vivancos, Á.; Paneque, M.; Poveda, M. L.; Álvarez, E. Angew. Chem., Int. Ed. 2013, 52, 10068. (j) Wang, T.; Zhang, H.; Han, F.; Long, L.; Lin, Z.; Xia, H. Chem. Eur. J. 2013, 19, 10982.

    6. [6]

      See for examples: (a) Weller, K. J.; Filippov, I.; Briggs, P. M.; Wigley, D. E. Organometallics 1998, 17, 322. (b) Liu, B.; Wang, H.; Xie, H.; Zeng, B.; Chen, J.; Tao, J.; Wen, T. B.; Cao, Z.; Xia, H. Angew. Chem., Int. Ed. 2009, 48, 5430. (c) Liu, B.; Zhao, Q.; Wang, H.; Chen, J.; Cao, X.; Cao, Z.; Xia, H. Chin. J. Chem. 2012, 30, 2158. (d) Wang, T.; Zhang, H.; Han, F.; Lin, R.; Lin, Z.; Xia, H. Angew. Chem., Int. Ed. 2012, 51, 9838.

    7. [7]

      See for examples: (a) Gong, L.; Lin, Y.; Wen, T. B.; Xia, H. Organometallics 2009, 28, 1101. (b) Lin, Y.; Gong, L.; Xu, H.; He, X.; Wen, T. B.; Xia, H. Organometallics 2009, 28, 1524. (c) Zhang, H.; Lin, R.; Luo, M.; Xia, H. Sci. China Chem. 2010, 53, 1978. (d) Esteruelas, M. A.; Larramona, C.; Oñate, E. Organometallics 2013, 32, 2567. (e) Liu, B.; Zhao, Q.; Wang, H.; Zeng, B.; Cao, X.; Xia, H. Sci. China Chem 2013, 56, 1105. (f) Alós, J.; Esteruelas, M. A.; Oliván, M.; Oñate, E.; Puylaert, P. Organometallics 2015, 34, 4908. (g) Batuecas, M.; Castro-Rodrigo, R.; Esteruelas, M. A.; García-Yebra, C.; López, A. M.; Oñate, E. Angew. Chem., Int. Ed. 2016, 55, 13749. (h) He, G.; Chen, J.; Xia, H. Sci. Bull. 2016, 61, 430.

    8. [8]

      See for examples: (a) Bolano, T.; Castarlenas, R.; Esteruelas, M. A.; Onate, E. J. Am. Chem. Soc. 2006, 128, 3965. (b) Esteruelas, M. A.; Masamunt, A. B.; Olivan, M.; Onate, E.; Valencia, M. J. Am. Chem. Soc. 2008, 130, 11612.

    9. [9]

      (a) Zhu, C.; Li, S.; Luo, M.; Zhou, X.; Niu, Y.; Lin, M.; Zhu, J.; Cao, Z.; Lu, X.; Wen, T.; Xie, Z.; Schleyer, P. v. R.; Xia, H. Nat. Chem. 2013, 5, 698. (b) Zhu, C.; Luo, M.; Zhu, Q.; Zhu, J.; Schleyer, P. v. R.; Wu, J. I. C.; Lu, X.; Xia, H. Nat. Commun. 2014, 5, 3265. (c) Zhu, C.; Zhu, Q.; Fan, J.; Zhu, J.; He, X.; Cao, X. Y.; Xia, H. Angew. Chem., Int. Ed. 2014, 53, 6232. (d) Zhu, C.; Yang, Y.; Luo, M.; Yang, C.; Wu, J.; Chen, L.; Liu, G.; Wen, T.; Zhu, J.; Xia, H. Angew. Chem., Int. Ed. 2015, 54, 6181. (e) Zhu, C.; Yang, Y.; Wu, J.; Luo, M.; Fan, J.; Zhu, J.; Xia, H. Angew. Chem., Int. Ed. 2015, 54, 7189. (f) Zhu, C.; Zhou, X.; Xing, H.; An, K.; Zhu, J.; Xia, H. Angew. Chem., Int. Ed. 2015, 54, 3102. (g) Luo, M.; Zhu, C.; Chen, L.; Zhang, H.; Xia, H. Chem. Sci. 2016, 7, 1815. (h) Zhu, C.; Yang, C.; Wang, Y.; Lin, G.; Yang, Y.; Wang, X.; Zhu, J.; Chen, X.; Lu, X.; Liu, G.; Xia, H. Sci. Adv. 2016, 2. (i) Zheng, Q. Sci. China Chem 2014, 57, 1059. (j) Zhu, Q.; Zhu, C.; Deng, Z.; He, G.; Chen, J.; Zhu, J.; Xia, H. Chin. J. Chem. 2017, 35, 628.

    10. [10]

      Base on the search of the Cambridge Structural Database, CSD 5.36

    11. [11]

      Kuroda, H.; Nakatsuchi, S.; Kitao, N.; Nakagawa, T. React. Funct. Polym. 2006, 66, 229.  doi: 10.1016/j.reactfunctpolym.2005.07.027

    12. [12]

      Dolomanov, O. V.; Bourhis, L. J.; Gildea, R. J.; Howard, J. A. K.; Puschmann, H. J. Appl. Cryst. 2009, 42, 339.  doi: 10.1107/S0021889808042726

    13. [13]

      (a) Sheldrick, G. M. Acta Crystallogr., Sect A 2015, 71, 3. (b) Sheldrick, G. M. Acta Crystallogr., Sect C 2015, 71, 3.

  • 加载中
    1. [1]

      Qilu DU , Li ZHAO , Peng NIE , Bo XU . Synthesis and characterization of osmium-germyl complexes stabilized by triphenyl ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1088-1094. doi: 10.11862/CJIC.20240006

    2. [2]

      Dafa Chen ,  Haiping Xia . From Pollutant to Metal-Centred Annulene: The Transformation Journey of a Little Osmium Atom. University Chemistry, 2025, 40(10): 156-160. doi: 10.12461/PKU.DXHX202508094

    3. [3]

      Xiangyu CHEN , Zhenzhen MIAO , Ligang XU , Guangbao WU , Zhuang LIU , Wenzhen LÜ , Runfeng CHEN . Research progress on low-dimensional organic-inorganic hybrid metal halide optoelectronic materials. Chinese Journal of Inorganic Chemistry, 2025, 41(11): 2201-2217. doi: 10.11862/CJIC.20250056

    4. [4]

      Hong RAO , Yang HU , Yicong MA , Chunxin LÜ , Wei ZHONG , Lihua DU . Synthesis and in vitro anticancer activity of phenanthroline-functionalized nitrogen heterocyclic carbene homo- and heterobimetallic silver/gold complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2429-2437. doi: 10.11862/CJIC.20240275

    5. [5]

      Huilin ZHENG , Tao WANG , Ruilin GAO , Mengke ZHOU , Xinyue LI , Hui WANG , Xiaoxia GU . Antitumor and antibacterial activities of transition metal complexes incorporating pyridyl salicylaldehyde Schiff base. Chinese Journal of Inorganic Chemistry, 2026, 42(5): 897-905. doi: 10.11862/CJIC.20250358

    6. [6]

      Xiao SANG , Qi LIU , Jianping LANG . Synthesis, structure, and fluorescence properties of Zn(Ⅱ) coordination polymers containing tetra-alkenylpyridine ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2124-2132. doi: 10.11862/CJIC.20240158

    7. [7]

      Yan LIU , Jiaxin GUO , Song YANG , Shixian XU , Yanyan YANG , Zhongliang YU , Xiaogang HAO . Exclusionary recovery of phosphate anions with low concentration from wastewater using a CoNi-layered double hydroxide/graphene electronically controlled separation film. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1775-1783. doi: 10.11862/CJIC.20240043

    8. [8]

      Zhicheng JU , Wenxuan FU , Baoyan WANG , Ao LUO , Jiangmin JIANG , Yueli SHI , Yongli CUI . MOF-derived nickel-cobalt bimetallic sulfide microspheres coated by carbon: Preparation and long cycling performance for sodium storage. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 661-674. doi: 10.11862/CJIC.20240363

    9. [9]

      Tianyun Chen ,  Ruilin Xiao ,  Xinsheng Gu ,  Yunyi Shao ,  Qiujun Lu . Synthesis, Crystal Structure, and Mechanoluminescence Properties of Lanthanide-Based Organometallic Complexes. University Chemistry, 2024, 39(5): 363-370. doi: 10.3866/PKU.DXHX202312017

    10. [10]

      Wenjing ZHANG , Xiaoqing WANG , Zhipeng LIU . Recent developments of inorganic metal complex-based photothermal materials and their applications in photothermal therapy. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2356-2372. doi: 10.11862/CJIC.20240254

    11. [11]

      Hong Wu ,  Yuxi Wang ,  Hongyan Feng ,  Xiaokui Wang ,  Bangkun Jin ,  Xuan Lei ,  Qianghua Wu ,  Hongchun Li . Application of Computational Chemistry in the Determination of Magnetic Susceptibility of Metal Complexes. University Chemistry, 2025, 40(3): 116-123. doi: 10.12461/PKU.DXHX202405141

    12. [12]

      Xinxin Dai , Di Lan , Xingliang Chen , Xingwei Wang , Guangbin Ji . One pot green synthesis and electromagnetic wave absorption performance of manganese dioxide@nitrogen-doped carbon@NiFe2O4 hybrids. Acta Physico-Chimica Sinica, 2026, 42(8): 100302-0. doi: 10.1016/j.actphy.2026.100302

    13. [13]

      Yi Huang ,  Yansong Xiao ,  Xingxing Ma ,  Qiuling Song . Zweifel olefination: an innovative approach to highly efficient stereoselective alkene synthesis. University Chemistry, 2026, 41(7): 119-125. doi: 10.12461/PKU.DXHX202506046

    14. [14]

      Jing WU , Puzhen HUI , Huilin ZHENG , Pingchuan YUAN , Chunfei WANG , Hui WANG , Xiaoxia GU . Synthesis, crystal structures, and antitumor activities of transition metal complexes incorporating a naphthol-aldehyde Schiff base ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2422-2428. doi: 10.11862/CJIC.20240278

    15. [15]

      Jiaxun Wu ,  Mingde Li ,  Li Dang . The R eaction of Metal Selenium Complexes with Olefins as a Tutorial Case Study for Analyzing Molecular Orbital Interaction Modes. University Chemistry, 2025, 40(3): 108-115. doi: 10.12461/PKU.DXHX202405098

    16. [16]

      Xiqing Liang ,  Tian Zhao ,  Jiawei Li ,  Haohui Tan ,  Hai Chen ,  Liyan Zeng . Pentaerythritol’s Journey of Making Friends. University Chemistry, 2025, 40(10): 175-185. doi: 10.12461/PKU.DXHX202412009

    17. [17]

      Zuozhong Liang ,  Lingling Wei ,  Yiwen Cao ,  Yunhan Wei ,  Haimei Shi ,  Haoquan Zheng ,  Shengli Gao . Exploring the Development of Undergraduate Scientific Research Ability in Basic Course Instruction: A Case Study of Alkali and Alkaline Earth Metal Complexes in Inorganic Chemistry. University Chemistry, 2024, 39(7): 247-263. doi: 10.3866/PKU.DXHX202310103

    18. [18]

      Sihan Wang ,  Chenxi Yu ,  Shuzhang Ran ,  Jiawei Chen ,  Shoutong Rao ,  Xinyi Liang ,  Ruiqi Dong ,  Guixiang Zeng ,  Guoqiang Wang ,  Jing Ma . 铁配合物合成与性质探究的数智化改进——大学化学实验中“磺基水杨酸合铁配合物的组成与稳定常数的测定”的创新设计. University Chemistry, 2026, 41(5): 36-49. doi: 10.12461/PKU.DXHX202511137

    19. [19]

      Xian-Wei Lv , Xinyuan Ding , Jiaxing Gong , Xuhuan Yan , Dayong Huang , Jianxin Geng , Zhong-Yong Yuan . Research progress on orbital hybridization in photocatalysis and electrocatalysis. Acta Physico-Chimica Sinica, 2026, 42(2): 100151-0. doi: 10.1016/j.actphy.2025.100151

    20. [20]

      Ping Che ,  Mingwen Wang . Exploration of Hybrid Orbital Theory Teaching Based on the “FiveQuestion” Model. University Chemistry, 2026, 41(2): 119-122. doi: 10.12461/PKU.DXHX202503063

Metrics
  • PDF Downloads(13)
  • Abstract views(3099)
  • HTML views(447)

通讯作者: 陈斌, bchen63@163.com
  • 1. 

    沈阳化工大学材料科学与工程学院 沈阳 110142

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索
Address:Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888
Powered By info@rhhz.net

/

DownLoad:  Full-Size Img  PowerPoint
Return