Novel Synthetic Strategy towards the Efficient Synthesis of Substituted Bis(pyrazolyl)(2-pyridyl)methane Ligands†

Novel Synthetic Strategy towards the Efficient Synthesis of Substituted Bis(pyrazolyl)(2-pyridyl)methane Ligands†
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高效合成取代双(吡唑基)(2-吡啶基)甲烷配体的新合成策略†

DOI:
10.1002/ejoc.201000198
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发表时间:
2010
影响因子:
2.8
通讯作者:
S. Herres‐Pawlis
S. Herres‐Pawlis
中科院分区:
化学3区
文献类型:
--
作者:
A. Hoffmann;U. Flörke;M. Schürmann;S. Herres‐Pawlis

文献摘要

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介绍了一种新的取代异蝎尾酸酯配体的一锅法合成。这些混合功能性配体是从取代的吡唑、亚硫酰氯和醛开始在催化的彼得森重排中获得的。因此,能够合成多官能三齿配体,并且除了两个吡唑基团之外,它们还含有与配位化学相关的其他官能团。另外,通过吡唑环的取代,在配体中容易地限定空间位阻。通过供体功能和空间需求的多功能性的组合,可以系统地调节双(吡唑基)甲烷配体的性质。报道了11个双(吡唑基)甲烷配体的合成和表征。其中两个也进行了结构表征。
A general one-pot synthesis of new substituted heteroscorpionate ligands is presented. These mixed-functionality ligands were obtained in a catalyzed Peterson rearrangement starting from the substituted pyrazole, thionyl chloride, and an aldehyde. Thus, the synthesis of polyfunctional tridentate ligands is enabled, and they contain, besides the two pyrazole groups, other functionalities relevant for coordination chemistry. Additionally, the steric hindrance is easily defined in the ligands by the substitution of the pyrazole rings. By combination of the versatility in donor function and steric demand, a systematic tuning of the properties of the bis(pyrazolyl)methane ligands is possible. The synthesis and full characterization of 11 bis(pyrazolyl)methane ligands are reported. Two of these were structurally characterized as well.