高等学校化学学报

高等学校化学学报 ›› 2004, Vol. 25 ›› Issue (4): 641.

• 研究论文 • 上一篇    下一篇

(Z)-1-三苯基锡基-3-对氯苯基-1-丁烯-3-醇及其卤代物的合成、表征和晶体结构

朱东升1,2, 李兴奇1, 梅泽民2, 吕春胜2, 母瀛2   

  1. 1. 东北师范大学化学学院, 长春 130024;
    2. 吉林大学化学学院, 长春 130023
  • 收稿日期:2003-07-29 出版日期:2004-04-24 发布日期:2004-04-24
  • 通讯作者: 朱东升(1962年出生),男,博士,副教授,从事金属有机化学及高分子化学研究.E-mail:zhuds206@nenu.edu.cn E-mail:zhuds206@nenu.edu.cn
  • 基金资助:

    国家自然科学基金(批准号:29734143和29672013)资助

Synthesis, Characterization and Crystal Structure of (Z)-1-Triphenylstannyl-3-p-chlorophenyl-1-butene-3-ol and Their Arylhalostannyl Derivatives

ZHU Dong-Sheng1,2, LI Xing-Qi1, MEI Ze-Min2, L� Chun-Sheng2, MU Ying2   

  1. 1. Faculty of Chemistry, Northeast Normal University, Changchun 130024, China;
    2. College of Chemistry, Jilin University, Changchun 130023, China
  • Received:2003-07-29 Online:2004-04-24 Published:2004-04-24

PDF (PC)

被引次数

6

摘要： 在氮气保护下,3-对氯苯基-1-丁炔-3-醇与三苯基氢化锡进行游离基加成反应,获得加成物(Z)-1-三苯基锡基-3-对氯苯基-1-丁烯-3-醇(1).加成物(1)与卤素反应后,与锡原子相连的苯基被取代,得到一卤代、二卤代和混合二卤代物(2—8).通过元素分析、1HNMR和IR表征了化合物1～8的结构,并测定了加成物(1)、一溴代物(3)和二溴代物(5)的晶体结构.在加成物(1)的晶体结构中存在一对对映体,由于分子内存在较弱的O→Sn配位作用,构成以锡原子为中心的扭曲四面体构型.在化合物3和5分子中,存在分子内O→Sn配位键,构成以锡为中心的扭曲三角双锥构型.该系列化合物分子内的O→Sn配位能力和Lewis酸性强弱的顺序为:二卤化物>一卤化物>加成物;氯代物>溴代物>碘代物.

关键词: 有机锡(Ⅳ), 合成, 表征, 晶体结构

Abstract: (Z)-1-Triphenylstannyl-3-p-chlorophenyl-1-butene-3-ol(1) was synthesized by the additive reaction of 3-p-chlorophenyl-1-butyne-3-ol with triphenyltin hydride. The phenyl groups in compound 1 were substituted by ICl, Br2 or I2 to yield mono- and dihalide derivatives(2—8). Compounds 1—8 were characterized by elemental analysis, 1H NMR and FTIR spectroscopy. The crystal structures of compounds 1, 3 and 5 were determined by single crystal X-ray diffraction analysis. Sn atom in compound 1 exhibits a distorted tetrahedral structure due to a weak intramolecular interaction between Sn and the hydroxyl O atoms (0.281 and 0.283 nm), while the Sn atom in 3 and 5 adopts a trigonal bipyramidal geometry with a significant Sn1←O interaction [0.240 1(6) nm in 3 and 0.238 4(7) nm in 5]. The Lewis acidities of the Sn atoms are in the following order: PhSnX2>Ph2SnX>Ph3Sn.

Key words: Organotin(Ⅳ), Syntheses, Characterization, Crystal structure

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