Bent Alkanes in a New Thiourea-Containing Capsule

Bent Alkanes in a New Thiourea-Containing Capsule
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DOI:
10.1021/ja203602u
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发表时间:
2011-07-20
影响因子:
15
通讯作者:
Rebek, Julius, Jr.
Rebek, Julius, Jr.
中科院分区:
化学1区
文献类型:
--
作者:
Asadi, Ali;Ajami, Dariush;Rebek, Julius, Jr.

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报道了一种具有硫脲氢键中心的空穴配体的合成及其在合适的客体存在下的二聚反应。二聚化产生比相应的脲或酰亚胺结构更宽的胶囊主体,并且可以容纳更长的烷烃。具体地说,n-C(15)H(32)被封装,但根据NMR研究推断,该客体似乎折叠在内部。显然,硫脲基团之间氢键的可塑性允许稳定的包封复合物在溶液中持续存在,即使客体被扭曲。
The synthesis of a cavitand featuring thiourea hydrogen bonding sites and its dimerization in the presence of suitable guests are reported. Dimerization creates a capsule host wider than the corresponding urea or imide structures, and longer alkanes can be accommodated. Specifically, n-C(15)H(32) is encapsulated, but this guest appears folded inside as deduced from NMR studies. Apparently, the plasticity of hydrogen bonds between thiourea groups allows a stable encapsulation complex to persist in solution even though the guest is contorted.