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学科主题: 有机化学
题名: Synthesis, resolution, and applications of 1.16-dihydroxytetraphenylene as a novel building block in molecular recognition and assembly
其他题名: 1,16-二羟基四苯并环辛四烯的合成拆分,以及作为新型合成砌块在分子识别和分子组装中的应用
作者: Wen JF(温剑锋) ; Hong W(洪炜) ; Yuan K(苑可) ; Mai SW(麦松威) ; Huang NZ(黄乃正)
通讯作者: 黄乃正
刊名: J. Org. Chem.
发表日期: 2003-01-01
卷: 68, 期:23, 页:8918-8931
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所 沪港化学合成联合实验室; 香港中文大学生物化学系
英文摘要: This paper concerns the synthesis of l .16-dihydrorytetraphenylene (DHTP) (2) by employing a novel NBS bromination route. T±=)-DHTP 2 was successfully resolved into its optical antipodes and converted to (±=)-l . 16-bis(diphenylphosphino)tetraphenylene (BPTP) (26) . Whose platinum complex BPTP-PtClz (27) was also obtained. As a hydrogen bond donor. Racemic and optically active DHTP 2 was allowed to assemble with 4.4'-bipyridine to form single crystals of good quality. X-ray Diffraction studies of these crystals revealed that the crystallographic packing of the hydrogen bonded complex between (±=)-2 and 4.4'-bipyridine was different from the one formed from (S-2 and 4,4'-bipyridine. It was found that an infinite zigzag chain with alternate chirality was formed in the assembly of (d=)-2 and 4.4'-bipyridine, while (S-2 and 4.4'-bipyridine failed to show the same assembly pattern. The reason (±=)-2 formed an alternate and zigzag chain with 4,4'-bipyridine was most likely due to the inherent stability of this supramolecular assembly. The chiral recognition between 2 and optically active BINAP under the direction of platinum(II) has also been examined. IH and 31p NMR spectroscopic studies demonstrated that there was an obvious discrimination of 2 between the enantiomers of BINAP-PtCO^3
语种: 英语
相关网址: 查看原文
内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/27551
Appears in Collections:上海有机化学研究所_期刊论文

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Recommended Citation:
Wen JF,Hong W,Yuan K,et al. Synthesis, resolution, and applications of 1.16-dihydroxytetraphenylene as a novel building block in molecular recognition and assembly[J]. J. Org. Chem.,2003,68(23):8918-8931.
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