Citation: ZHU Xiao-Ming, FENG Yong-Lan, ZHANG Fu-Xing, YU Jiang-Xi, JIANG Wu-Jiu, TAN Yu-Xing, ZHANG Zhi-Jian, KUANG Dai-Zhi. Syntheses, Crystal Structures, Thermal Stability and Herbicidal Activity of Two Organotin 4-Iodobenzoates[J]. Chinese Journal of Inorganic Chemistry, ;2015, (4): 761-766. doi: 10.11862/CJIC.2015.085 shu

Syntheses, Crystal Structures, Thermal Stability and Herbicidal Activity of Two Organotin 4-Iodobenzoates

1.
1 Department of Chemistry and Material Science, Hengyang Normal University, Key Laboratory of Functional Organometallic Materials of Hengyang Normal University, College of Hunan Province, Hengyang, Hunan 421008, China;
2.
2 Department of Lifes Science, Hengyang Normal University, Hengyang, Hunan 421008, China

Corresponding author: KUANG Dai-Zhi,
Received Date: 26 November 2014
Available Online: 13 December 2014
Fund Project: 湖南省自然科学基金(No.13JJ3112) (No.13JJ3112)科技计划项目(No. 2013TZ2025,2014NK3086,2014FJ3060) (No. 2013TZ2025,2014NK3086,2014FJ3060)功能金属有机材料湖南省普通高校重点实验室开放基金(No.13K105,14K014,13K01-05,GN14K01) (No.13K105,14K014,13K01-05,GN14K01)衡阳市科技计划(No.2012KJ30) (No.2012KJ30)衡阳师范学院青年骨干教师培养计划(2012) 及科技项目(No.12C45)资助项目。 (2012) 及科技项目(No.12C45)

The two organotin 4-iodobenzoates, Ph₃Sn(p-I-C₆H₄O₂) (1) and {[n-Bu₂Sn(p-I-C₆H₄O₂)]₂O}₂ (2) have been synthesized by the reaction of triphenyltin hydroxide and dibutyltin oxide with 4-Iodobenzoic acid in ethanol and benzene, respectively. IR, ¹H NMR, Elemental analysis and X-ray diffraction for the title complexes were presented. The crystal of complex 1 belongs to triclinic, space group P1. The tin atom has a distorted tetrahedral geometry and the dimeric structure is formed by intermolecular hydrogen bonds and C-I…π. The crystal of complex 2 belongs to monoclinic, space group C2/c. The dimer structure is shaped by one Sn₂O₂ planar four-membered ring and one-dimensional coordination polymer chain is formed by intermolecular I…I interaction. The thermal gravimetric analysis has showed that: the complexes 1 and 2 are stable below 230℃. It is found that the inhibitory activity of compounds 1 and 2 on weeds Amaranthus spinosus and Portulaca oleracea are greater than the effect on crop mung bean, and inhibitory activity of the compound 2 is higher than 1. It provides a method to study the herbicide for Amaranthus spinosus and Portulaca oleracea. CCDC: 1039846, 1; 1039847, 2.
- organotin 4-iodobenzoate;synthesis;crystal structure;thermal stability;herbicidal activity
1. [1]
  [1] Vieira F T, Lima G M D, Maia J R D S, et al. Eur. J. Med. Chem., 2010,45(3):883-889
2. [2]
  [2] Etaiw S E D H, Sultan A S, Bendary M M E. J. Organomet. Chem., 2011,696(8):1668-1676
3. [3]
  [3] Hanif M, Hussain M, Ali S, Bhatti M H, et al. Polyhedron, 2010,29(1):613-619
4. [4]
  [4] Yin H D, Hong M, Yang M L, et al. J. Mol. Struct., 2010, 984:383-388
5. [5]
  [5] Du D F, Jiang Z J, Liu C, et al. J. Organomet. Chem., 2011, 696(13):2549-2558
6. [6]
  [6] Sirajuddin M, Ali S, Haider Ali, et al. Polyhedron, 2012,40(1):19-31
7. [7]
  [7] Deblitz R, Hrib C G, Plenikowski G, et al. Inorg. Chem. Commun., 2012,18:57-60
8. [8]
  [8] YU Jiang-Xi(庾江喜), KUANG Dai-Zhi(邝代治), FENG Yong-Lan(冯泳兰), et al. Chinese J. Inorg. Chem.(无机化学学报), 2013,29(12):2688-2694
9. [9]
  [9] FENG Yong-Lan(冯泳兰), YU Jiang-Xi(庾江喜), KUANG Dai-Zhi(邝代治), et al. Chinese J. Inorg. Chem.(无机化学学报), 2012,28(8):1629-1634
10. [10]
  [10] TIAN Lai-Jin(田来进), SUN Yu-Xi(孙玉希), ZHENG Xiao-Liang(郑晓亮), et al. Chinese J. Inorg. Chem.(无机化学学报), 2006,22(11):2031-2036
11. [11]
  [11] WANG Yan-Hua(王艳华), DU Xi-Guang(杜锡光), WU Xiao-Yan(吴晓燕), et al. Chem. J. Chinese Universities(高等学校化学学报), 2008,29(9):1781-1785
12. [12]
  [12] WANG Jian-Qiu(王剑秋), KUANG Dai-Zhi(邝代治), ZENG Rong-Ying(曾荣英), et al. Chinese J. Struct. Chem.(结构化学), 2007,26(6):674678
13. [13]
  [13] GAO Zhong-Jun(高中军), LIU Guang-Jun(刘广军), ZHAO Guang-Wang(赵广旺), et al. Chinese J. Inorg. Chem.(无机化学学报), 2012,28(2):386-390
14. [14]
  [14] ADAMA Moussa Sakho(阿达玛), DU Da-Feng(杜大峰), ZHU Dong-Sheng(朱东升), et al. Chinese J. Inorg. Chem.(无机化学学报), 2011,27(1):107-113
15. [15]
  [15] ZHANG Fu-Xing(张复兴), WANG Jian-Qiu(王剑秋), KUANG Dai-Zhi(邝代治), et al. Chinese J. Inorg. Chem.(无机化学学报), 2009,25(2):213-217
16. [16]
  [16] ZHANG Fu-Xing(张复兴), WANG Jian-Qiu(王剑秋), KUANG Dai-Zhi(邝代治), et al. Chinese J. Struct. Chem.(结构化学), 2010,29(10):1529-1535
17. [17]
  [17] Willem R, Bouhdid A, Mahieu B, et al. J. Organomet. Chem., 1997,531:151-158
18. [18]
  [18] Holmes R R, Day R O, Chandrasekhar V, et al. Inorg. Chem., 1986,25:2490-2494
19. [19]
  [19] Narula S P, Bharadwa S K, Sharda Y. Organometallics, 1992,11:2206-2211
20. [20]
  [20] WANG Ru-Ji(王如骥), WANG Hong-Gen(王宏根), YAO Xin-Kan(姚心侃), et al. Acta Chim. Sinica(化学学报), 1989,47:209-215
21. [21]
  [21] Gielen M, Khloufi A E, Biesemans M, et al. Organometallics, 1994,13:2849-2854
22. [22]
  [22] Gielen M, Biesemans M, Khloufi A E, et al. J. Fluorine Chem., 1993,64:279-291
23. [23]
  [23] Gielen M, Tiekink E R T, Bouhdid A, et al. Appl. Organomet. Chem., 1995,9:639-648
24. [24]
  [24] Ng S W, Das V G K. J. Organomet. Chem., 1989,377:221-225
25. [25]
  [25] Ng S W, Das V G K. J. Organomet. Chem., 1990,393(2):201-205
26. [26]
  [26] CHEN Jia(陈佳), JIANG Wu-Jiu(蒋伍玖), KUANG Dai-Zhi (邝代治). J. Hengyang Nomal University(衡阳师范学院学报), 2011,32(6):168-172
27. [27]
  [27] LI Yuan-Xiang(李元祥), YAN Xiao-Hong(晏小红), CHEN Di-Zhao(陈迪钊), et al. Chinese J. Org. Chem.(有机化学), 2013,33(7):1490-1495
28. [28]
  [28] HUANG Ming-Zhi(黄明智), CHENG Pi(程辟), HUANG Ke-Long(黄可龙), et al. Chinese J. Org. Chem.(有机化学), 2005,25(8):949-953
29. [29]
  [29] Sheldrick G M. SHELXTL-97, Program for Crystal Structure Analysis, Göttingen, University of Göttingen, Germany, 1997.
30. [30]
  [30] Yin Z M, Wang W Y, Du M, et al. CrystEngComm, 2009, 11:2441-2446
31. [31]
  [31] Shishkin O V. Chem. Phys. Lett., 2008,458:96-100
32. [32]
  [32] Schollmeyer D, Shishkin O V, Rühl T, et al. CrystEngComm, 2008,10:715-723
33. [33]
  [33] Molloy K C, Purcell T G, Quill K, et al. J. Organomet. Chem, 1984,267(3):237-247
34. [34]
  [34] ZHANG Qing-Fu(张庆富). Master's Thesis of Liaocheng University(聊城大学硕士论文). 2009.
35. [35]
  [35] FAN Ya-Juan(樊亚娟). Master's Thesis of Zhengzhou University(郑州大学硕士论文). 2011.
1. [1]
  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
2. [2]
  Xinting XIONG , Zhiqiang XIONG , Panlei XIAO , Xuliang NIE , Xiuying SONG , Xiuguang YI . Synthesis, crystal structures, Hirshfeld surface analysis, and antifungal activity of two complexes Na(Ⅰ)/Cd(Ⅱ) assembled by 5-bromo-2-hydroxybenzoic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1661-1670. doi: 10.11862/CJIC.20240145
3. [3]
  Xuewei BA , Cheng CHENG , Huaikang ZHANG , Deqing ZHANG , Shuhua LI . Preparation and luminescent performance of Sr_1-xZrSi₂O₇∶xDy³⁺ phosphor with high thermal stability. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 357-364. doi: 10.11862/CJIC.20240096
4. [4]
  Jingjing QING , Fan HE , Zhihui LIU , Shuaipeng HOU , Ya LIU , Yifan JIANG , Mengting TAN , Lifang HE , Fuxing ZHANG , Xiaoming ZHU . Synthesis, structure, and anticancer activity of two complexes of dimethylglyoxime organotin. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1301-1308. doi: 10.11862/CJIC.20240003
5. [5]
  Haitang WANG , Yanni LING , Xiaqing MA , Yuxin CHEN , Rui ZHANG , Keyi WANG , Ying ZHANG , Wenmin WANG . Construction, crystal structures, and biological activities of two Ln^Ⅲ₃ complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1474-1482. doi: 10.11862/CJIC.20240188
6. [6]
  Xiaoling LUO , Pintian ZOU , Xiaoyan WANG , Zheng LIU , Xiangfei KONG , Qun TANG , Sheng WANG . Synthesis, crystal structures, and properties of lanthanide metal-organic frameworks based on 2, 5-dibromoterephthalic acid ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1143-1150. doi: 10.11862/CJIC.20230271
7. [7]
  Jiaming Xu , Yu Xiang , Weisheng Lin , Zhiwei Miao . Research Progress in the Synthesis of Cyclic Organic Compounds Using Bimetallic Relay Catalytic Strategies. University Chemistry, 2024, 39(3): 239-257. doi: 10.3866/PKU.DXHX202309093
8. [8]
  Changqing MIAO , Fengjiao CHEN , Wenyu LI , Shujie WEI , Yuqing YAO , Keyi WANG , Ni WANG , Xiaoyan XIN , Ming FANG . Crystal structures, DNA action, and antibacterial activities of three tetranuclear lanthanide-based complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2455-2465. doi: 10.11862/CJIC.20240192
9. [9]
  Xin MA , Ya SUN , Na SUN , Qian KANG , Jiajia ZHANG , Ruitao ZHU , Xiaoli GAO . A Tb₂ complex based on polydentate Schiff base: Crystal structure, fluorescence properties, and biological activity. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1347-1356. doi: 10.11862/CJIC.20230357
10. [10]
  Yuchen Zhou , Huanmin Liu , Hongxing Li , Xinyu Song , Yonghua Tang , Peng Zhou . 设计热力学稳定的贵金属单原子光催化剂用于乙醇的高效非氧化转化形成高纯氢和增值产物乙醛. Acta Physico-Chimica Sinica, 2025, 41(6): 100067-. doi: 10.1016/j.actphy.2025.100067
11. [11]
  Yan Liu , Yuexiang Zhu , Luhua Lai . Introduction to Blended and Small-Class Teaching in Structural Chemistry: Exploring the Structure and Properties of Crystals. University Chemistry, 2024, 39(3): 1-4. doi: 10.3866/PKU.DXHX202306084
12. [12]
  Weina Wang , Fengyi Liu , Wenliang Wang . “Extracting Commonality, Delving into Typicals, Deriving Individuality”: Constructing a Knowledge Graph of Crystal Structures. University Chemistry, 2024, 39(3): 36-42. doi: 10.3866/PKU.DXHX202308029
13. [13]
  Junqiao Zhuo , Xinchen Huang , Qi Wang . Symbol Representation of the Packing-Filling Model of the Crystal Structure and Its Application. University Chemistry, 2024, 39(3): 70-77. doi: 10.3866/PKU.DXHX202311100
14. [14]
  Wenyan Dan , Weijie Li , Xiaogang Wang . The Technical Analysis of Visual Software ShelXle for Refinement of Small Molecular Crystal Structure. University Chemistry, 2024, 39(3): 63-69. doi: 10.3866/PKU.DXHX202302060
15. [15]
  Yongzhi LI , Han ZHANG , Gangding WANG , Yanwei SUI , Lei HOU , Yaoyu WANG . A two-dimensional metal-organic framework for the determination of nitrofurantoin and nitrofurazone in aqueous solution. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 245-253. doi: 10.11862/CJIC.20240307
16. [16]
  Yingchun ZHANG , Yiwei SHI , Ruijie YANG , Xin WANG , Zhiguo SONG , Min WANG . Dual ligands manganese complexes based on benzene sulfonic acid and 2, 2′-bipyridine: Structure and catalytic properties and mechanism in Mannich reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1501-1510. doi: 10.11862/CJIC.20240078
17. [17]
  Xiaowei TANG , Shiquan XIAO , Jingwen SUN , Yu ZHU , Xiaoting CHEN , Haiyan ZHANG . A zinc complex for the detection of anthrax biomarker. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1850-1860. doi: 10.11862/CJIC.20240173
18. [18]
  Jinfeng Chu , Lan Jin , Yu-Fei Song . Exploration and Practice of Flipped Classroom in Inorganic Chemistry Experiment: a Case Study on the Preparation of Inorganic Crystalline Compounds. University Chemistry, 2024, 39(2): 248-254. doi: 10.3866/PKU.DXHX202308016
19. [19]
  Yuyao Wang , Zhitao Cao , Zeyu Du , Xinxin Cao , Shuquan Liang . Research Progress of Iron-based Polyanionic Cathode Materials for Sodium-Ion Batteries. Acta Physico-Chimica Sinica, 2025, 41(4): 100035-. doi: 10.3866/PKU.WHXB202406014
20. [20]
  Linjie ZHU , Xufeng LIU . Electrocatalytic hydrogen evolution performance of tetra-iron complexes with bridging diphosphine ligands. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 321-328. doi: 10.11862/CJIC.20240207

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(359)
HTML views(71)

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