Specific molecular recognition via multipoint hydrogen bonding ubiquinone analogs - porphyrin having four convergent hydroxyl groups pairing
Specific molecular recognition via multipoint hydrogen bonding ubiquinone analogs - porphyrin having four convergent hydroxyl groups pairing
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DOI：
10.1021/ja00058a068
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发表时间：
1993-03
影响因子：
15
通讯作者：
Takashi Hayashi;T. Miyahara;N. Hashizume;H. Ogoshi
中科院分区：
文献类型：
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作者：
Takashi Hayashi;T. Miyahara;N. Hashizume;H. Ogoshi
然而，对非共价卟啉-醌聚集体的研究很少。5 6最近，我们报道了各种醌与卟啉通过两点氢键的分子间相互作用作为模型系统，尽管这种卟啉对泛醌类似物没有表现出足够的亲和力。[6]在本文中，我们描述了各种泛醌类似物通过两种类型的氢键与特定受体wesotetra（a，a，a，a-2-羟基-1-萘基）卟啉（1）的氢键络合模式。以2-甲氧基-1-萘甲醛和吡咯为原料，经缩合反应，再用溴化三硼脱甲基制得锌基四（2-羟基-1-萘基）卟啉。7四个阿托品-
Investigations on noncovalent porphyrin-quinone aggregates are, however, very few. 5 6Recently, we reported the intermolecular interaction between various quiñones and porphyrin via two-point hydrogen bondings as a model system, although this porphyrin did not show enough affinity forubiquinone analogues. 6 In this communication, we describe the modes of hydrogen-bonded complexation of various ubiquinone analogues with the particular receptor wesotetra (a, a, a, a-2-hydroxy-1-naphthyl) porphyrin (1) via the two types of hydrogen bonding. Condensation of 2-methoxy-1-naphthaldehyde and pyrrole followed by demethylation of the product weso-tetra (2-meth-oxy-1-naphthyl) porphyrin with BBr3 led to a satisfactory yield of zneso-tetra (2-hydroxy-l-naphthyl) porphyrin. 7 Four atropi-