...
  • 主题
高级搜索  >
历史搜索 清空历史
首页> 外文期刊>Physical chemistry chemical physics: PCCP >The effect of fluorine substitution on chiral recognition: interplay of CH···π, OH··· π and CH··· F interactions in gas-phase complexes of 1-aryl-1-ethanol with butan-2-ol
【24h】

The effect of fluorine substitution on chiral recognition: interplay of CH···π, OH··· π and CH··· F interactions in gas-phase complexes of 1-aryl-1-ethanol with butan-2-ol

机译：氟取代对手性识别的影响：CH ...π，oh·π和·π和···用丁沙-2-OL的气相复合物的相互作用相互作用

获取原文
获取原文并翻译 | 示例
           
页面导航
  • 摘要
  • 著录项
  • 相似文献
  • 相关主题

摘要

The molecular diastereomeric complexes between R-1-phenyl-1-ethanol, S-1-(4-fluorophenyl)ethanol and S-1-(2-fluorophenyl)ethanol and R and S-butan-2-ol, isolated under molecular beam conditions in the gas phase, have been investigated by mass-selective resonant two-photon ionization (R2PI) and infrared depleted R2PI (IR-R2PI). The comparison of the three systems allowed us to highlight the significance of specific intermolecular interactions in the chiral discrimination process. The interpretation of the results is based on theoretical predictions mainly at the D-B3LYP/6-31++G** level of theory. The homo and heterochiral complexes are endowed with fine differences in intermolecular interactions, namely strong OH···O, and weaker CH···π, OH···π, CH···F as well as repulsive interactions. The presence of a fluorine atom in the para position of the aromatic ring does not influence the overall geometry of the complex whilst it affects the electron density in the it system and the strength of CH···π and OH···π interactions. The role and the importance of CH···F intermolecular interactions are evident in the complexes with fluorine substitution in the ortho position. While the ortho hetero complex is structurally analogous to the hetero para and non-fluorinated structures, butan-2-ol in the ortho homo adduct adopts a different conformation in order to establish a CH···F intermolecular interaction.
机译：R-1-苯基-1-乙醇，S-1-（4-氟苯基）乙醇和S-1-（2-氟苯基）乙醇和R和S-丁烷-2-醇之间的分子非对映异构体复合物，分子下分离通过质量选择性共振双光子电离（R2PI）和红外耗尽的R2PI（IR-R2PI）研究了气相中的光束条件。三个系统的比较使我们能够突出特定分子间相互作用在手性歧视过程中的重要性。结果的解释是基于理论预测，主要是D-B3LYP / 6-31 ++ G **理论水平。同源和异细复合物具有分子间相互作用的细差，即强度哦···o，弱Ch ...π，oh··π，ch .....·f以及排斥相互作用。在芳环的对位置中存在氟原子的存在不会影响复合物的整体几何形状，同时影响IT系统中的电子密度和CH ...π和OH··π相互作用的强度。 CH···F分子间相互作用的作用和重要性在邻位中的氟取代的复合物中是明显的。虽然Ortho Hetero复合物在结构上类似于杂对杂菌和非氟化结构，但是在邻摩子加合物中的Butan-2-Ol采用不同的构象来建立CH ... F分子间相互作用。

著录项

相似文献

  • 外文文献
  • 中文文献
  • 专利
获取原文

客服邮箱：kefu@zhangqiaokeyan.com

京公网安备：11010802029741号 ICP备案号：京ICP备15016152号-6 六维联合信息科技 (北京) 有限公司©版权所有

  • 客服微信

  • 服务号