Supramolecular synthesis based on a combination of hydrogen- and halogen bonds.

Supramolecular synthesis based on a combination of hydrogen- and halogen bonds.
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DOI:
10.1021/cg8006712
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发表时间:
2009
影响因子:
3.8
通讯作者:
Moore, Curtis
Moore, Curtis
中科院分区:
化学2区
文献类型:
--
作者:
Aakeroey, Christer B.;Schultheiss, Nate C.;Rajbanshi, Arbin;Desper, John;Moore, Curtis

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一系列含有两种不同结合位点的超分子试剂,吡啶和氨基嘧啶,被允许与碘或溴取代的苯甲酸反应,以便利用氢和卤素键的组合,将单个分子组装成具有精确分子间相互作用的更大的结构。在每种情况下,基于氢键的氨基嘧啶/羧酸或氨基嘧啶/羧酸合成子负责一级结构基序的组装(7/7倍,100%的超分子产率),而I⋯N, Br⋯N和I⋯O,卤素键通过将这些超分子组织成扩展的1-D和2-D结构(5/7倍,71%的超分子产率)发挥结构支持作用。这些结果说明了两种不同的非共价相互作用如何在具有可预测的连通性和维度的扩展分子固态网络的可靠构建中并排使用。
A family of supramolecular reagents containing two different binding sites, pyridine and amino-pyrimidine, were allowed to react with iodo- or bromo-substituted benzoic acids in order to assemble individual molecules into larger architectures with precise intermolecular interactions, using a combination of hydrogen- and halogen-bonds. The hydrogen-bond based amino-pyrimidine/carboxylic acid or amino-pyrimidinium/carboxylate synthons are responsible for the assembly of the primary structural motif in every case (7/7 times, 100% supramolecular yield), while I⋯N, Br⋯N, and I⋯O, halogen bonds play a structural supporting role by organizing these supermolecules into extended 1-D and 2-D architectures (5/7 times, 71% supramolecular yield). These results illustrate how two different non-covalent interactions can be employed side-by-side in the reliable construction of extended molecular solid-state networks with predictable connectivity and dimensionality.
DOI: 10.1021/ja073201c
发表时间: 2007-11-14
影响因子: 15
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发表时间: 2007-01-01
影响因子: 4.9
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