Convenient regioselective functionalization at the upper-rim of p-tert-buty1calix(18)arene through a protection-deprotection procedure

被引:29
|
作者
Gaeta, C [1 ]
Gregoli, L [1 ]
Martino, M [1 ]
Neri, P [1 ]
机构
[1] Univ Salerno, Dipartimento Chim, I-84081 Baronissi, SA, Italy
关键词
calixarenes; calix[8]arenes; upper-rim functionalization; protection-deprotection;
D O I
10.1016/S0040-4039(02)02204-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A viable method to obtain calix[8]arenes selectively functionalized at the upper rim of 1,5-aromatic rings is reported. The procedure relies on protected, readily accessible 1,5-xylylene-bridged derivatives, which are easily deprotected by hydrogenolysis. The method allowed the synthesis of the first examples of calix[8]arenes partially substituted with p-nitro, p-amino, quinone and hydroquinone functionalities. (C) 2002 Elsevier Science Ltd. All rights reserved.
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页码:8875 / 8878
页数:4
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