• 主题
高级搜索  >
历史搜索 清空历史
首页> 外文期刊>Chemistry: A European journal >Synthesis, structure and molecular recognition of functionalised tetraoxacalix[2]arene[2]triazines
【24h】

Synthesis, structure and molecular recognition of functionalised tetraoxacalix[2]arene[2]triazines

机译：功能化四氧杂aca [2]芳烃[2]三嗪的合成，结构及分子识别

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

Functionalised dialkoxy-substituted tetraoxacalix[2]arene[2]triazine macrocycles 6 have been readily synthesised by the fragment coupling approach using methyl 3,5-dihydroxy-4alkoxybenzoates and cyanuric chloride as the starting materials under very mild conditions. AlCl_3-mediated deallylation and debenzylation reactions afforded the lower-rim dihydroxy-substituted tetraoxacalix[2]arene[2]triazine derivatives 11 and 13 in good yields. Although dialkoxy-substituted tetraoxacalix[2]arene[2]triazine macrocycles are fluxional in solution on the NMR spectroscopy timescale, they adopt a symmetric or slightly distorted 1,3-al-ternate conformation with the bridging oxygen atoms conjugated with the triazine rings. The dihydroxylated tetraoxacalix[2]arene[2]triazine 13 b, which gives a mixture of monomer and dimer in solution according to a diffusion NMR spectroscopy study, adopts a 1,3-alternate conformation and forms a cyclic tetrameric assembly in the solid state due to the formation of intermolecular hydrogen-bonding networks. This dihydroxylated macrocyclic host molecule, a hydrogen-bond donor macrocycle with a V-shaped cleft, interacts with 2,2'-bipyridine, 4,4'-bipyridine and 1,10-phenanthroline guests. Although in solution they form the corresponding 1:1 complexes with binding constants ranging from 37.7 to 21.3M~(-1), 2:2 host-guest complexes were observed in the crystalline state. Hydrogen-bonding interactions, along with other non-covalent interactions, such as lone-pairelectron-π and C-H-π interactions, were found to be the driving force for the formation of host-guest complexes.
机译：通过片段偶联方法，在非常温和的条件下，使用3,5-二羟基-4烷氧基苯甲酸甲酯和氰尿酰氯为起始原料，通过片段偶联方法可以轻松合成官能化的二烷氧基取代的四氧杂四环[2]芳烃[2]三嗪大环化合物6。 AlCl_3介导的脱羧和脱苄基反应以良好的收率得到了较低边缘的二羟基取代的四氧杂四环[4]芳烃[2]三嗪衍生物11和13。尽管二烷氧基取代的四氧杂四环[2]亚芳基[2]三嗪大环在NMR光谱学时标上呈溶液状态，但它们采用对称或稍微扭曲的1,3-交替构象，其桥连的氧原子与三嗪环共轭。根据扩散NMR光谱研究，二羟基化的四氧杂六环[2]芳烃[2]三嗪13b可在溶液中形成单体和二聚体的混合物，并采用1,3-交替构象并形成固态的环状四聚体组装体由于形成了分子间氢键网络。该二羟基化的大环主体分子是具有V形裂口的氢键供体大环，可与2,2'-联吡啶，4,4'-联吡啶和1,10-菲咯啉来宾相互作用。尽管在溶液中它们形成相应的1：1复合物，结合常数在37.7至21.3M〜（-1）之间，但在结晶状态下观察到2：2的宿主-客体复合物。氢键相互作用以及其他非共价相互作用，例如孤对电子-π和C-H-π相互作用，被发现是形成客体-客体复合物的驱动力。

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