Synthetic Exploration of Oxacalix[2]arene[2]quinazolines
Synthetic Exploration of Oxacalix[2]arene[2]quinazolines
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DOI：
10.1002/ejoc.201000460
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发表时间：
2010-07
影响因子：
2.8
通讯作者：
W. V. Rossom;L. Kishore;K. Robeyns;L. Meervelt;W. Dehaen;W. Maes
中科院分区：
文献类型：
--
作者：
W. V. Rossom;L. Kishore;K. Robeyns;L. Meervelt;W. Dehaen;W. Maes
以2,4 -二氯喹唑啉和间二羟基苯为原料，通过亲核芳香取代环缩合反应，制备了草酸基[2]芳烃[2]喹唑啉大环。采用一步法和片段偶联法对大环化条件进行了优化，并对同分异构体比例进行了研究。通过改变二氯喹唑啉基亲电性和二羟基亲核性构建块，可以很容易地改变草二叉芳烃取代模式。通过x射线衍射研究了其固态（1,3 -交替）构象行为和半轴[4]芳烃腔尺寸。©2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim。
Oxacalix[2]arene[2]quinazoline macrocycles were prepared in good yields, as mixtures of syn and anti isomers, through nucleophilic aromatic substitution cyclocondensation reactions of 2, 4-dichloroquinazolines and m-dihydroxybenzenes. The macrocyclization conditions were optimized and the isomeric ratio was investigated by means of one-step and frag-ment-coupling approaches. The oxacalixarene substitution pattern could easily be varied by altering the dichloroquinazolinyl biselectrophilic and dihydroxyaryl bisnucleophilic building blocks. The solid-state (1, 3-alternate) conformational behavior and the oxacalix[4]arene cavity size were explored by X-ray diffraction studies. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.