Pyridine and Pyrimidine Functionalized Benzene Sulfonic and Disulfonic Acids as New Linker Compounds for Coordination Polymers

Pyridine and Pyrimidine Functionalized Benzene Sulfonic and Disulfonic Acids as New Linker Compounds for Coordination Polymers
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吡啶和嘧啶官能化苯磺酸和二磺酸作为配位聚合物的新型连接化合物

DOI:
10.1002/ejoc.201801184
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发表时间:
2018
影响因子:
2.8
通讯作者:
J. Christoffers
J. Christoffers
中科院分区:
化学3区
文献类型:
--
作者:
C. Kahrs;M. Schmidtmann;M. S. Wickleder;J. Christoffers

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在配位聚合物中,磺酸作为羧酸的连接单元是一种有趣的但尚未深入研究的替代品。在这项研究中,我们提出了以吡啶和嘧啶为额外氮给体的杂化磺酸的合成。通过Suzuki偶联反应制备了4 -单或3,5 -二硫苯基环和4 -吡啶基或5 -嘧啶基残基组成的四种联芳基化合物。在这些情况下,叔丁基硫基被用作磺酸残基的前体功能。叔丁基残基用BBr3裂解,中间的硫醇用乙酰氯捕获,然后用H2O2氧化。此外,用Sonogashira偶联法制备了两个具有5 -乙基连接基团和4 -单亚基和3,5 -二亚基基团的嘧啶衍生物。在这些情况下,磺酸被用作新戊酯。最后,新戊基被简单的热裂解裂解。
Sulfonic acids serve as interesting, yet not intensively studied alternatives to carboxylic acids as linker units in coordination polymers. In this study, we present the synthesis of hybrid sulfonic acids with pyridine and pyrimidine units as additional nitrogen donor moieties. Four biaryl compounds consisting of a 4‐mono‐ or 3,5‐disulfophenyl ring and a 4‐pyridyl or 5‐pyrimidyl residue were prepared by Suzuki coupling reaction. In these cases,tert‐butylthio groups were utilized as precursor functions for the sulfonic acid residues. Thetert‐butyl residues were cleaved with BBr3, the intermediate thiols trapped with acetyl chloride and then oxidized with H2O2. Furthermore, two pyrimidine derivatives with 5‐ethynyl linkers and 4‐mono‐ and 3,5‐disulfophenyl moieties were prepared by Sonogashira coupling. In these cases, the sulfonic acids were applied as neopentyl esters. Finally, the neopentyl groups were simply cleaved by thermolysis.
DOI: 10.1039/c0dt01223h
发表时间: 2011-03
影响因子: 4
作者:
Thomas W. T. Muesmann;Christina Zitzer;Andrea Mietrach;T. Klüner;J. Christoffers;M. Wickleder
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影响因子: 2.3
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发表时间: 2011-03
影响因子: 2.8
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DOI: 10.1016/j.tet.2004.03.072
发表时间: 2004-05
期刊: Tetrahedron
影响因子: 2.1
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