Interconversion between syn and anti Conformations of 1,3-Bis(O-cyanomethyl)-p-tert-butylthiacalix[4]arene
Interconversion between syn and anti Conformations of 1,3-Bis(O-cyanomethyl)-p-tert-butylthiacalix[4]arene
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DOI：
10.1246/cl.2004.184
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发表时间：
2004-01
影响因子：
1.6
通讯作者：
V. Bhalla;Manoj Kumar;C. Kabuto;T. Hattori;S. Miyano
中科院分区：
文献类型：
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作者：
V. Bhalla;Manoj Kumar;C. Kabuto;T. Hattori;S. Miyano
发现1，3-双（O-氰甲基）-对叔丁基硫杂杯[4]芳烃（5）在溶液中可发生顺反构象的相互转化。随着溶剂极性的增加，平衡向反式移动。在固体状态下，它采用挤压锥构象与氰基甲基的顺式排列。用LiAlH 4还原5的平衡混合物，只得到1，3-双（O-氨基乙基）-对叔丁基硫杂杯[4]芳烃的反式立体异构体。
1,3-Bis(O-cyanomethyl)-p-tert-butylthiacalix[4]arene (5) has been found to interconvert between syn and anti conformations in solution. The equilibrium shifts toward the anti form with increasing solvent polarity. In the solid state, it adopts a pinched cone conformation with the syn arrangement of the cyanomethyl groups. Reduction of the equilibrium mixture of 5 with LiAlH 4 gives only anti stereoisomer of 1,3-bis(O-amino-ethyl)-p-tert-butylthiacalix[4]arene.