A non-tetradecarboxylative synthesis of 2,7,12,17-tetraphenylporphycene
A non-tetradecarboxylative synthesis of 2,7,12,17-tetraphenylporphycene
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DOI：
10.1002/jpp.552
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发表时间：
2001-12-01
影响因子：
1.5
通讯作者：
Stockert, JC
中科院分区：
文献类型：
--
作者：
Gavalda, A;Borrell, JI;Stockert, JC
报道了一种新的合成2，7，12，17-四苯基卟啉(2E，TPPO)的方法，该方法通过升华中间体四羧酸8避免了十四脱羧化反应。因此，使用含有两个正交酯基团的吡咯醇13a可以合成联吡咯12a，其中的苄基酯基团被选择性地移除以得到二酯11，后者通过McFayden-Stevens反应转化为二醛10，从而避免了在8的十四脱羧化过程中形成的不稳定的联吡咯9。LTD.
A new synthetic method for 2,7,12,17-tetraphenylporphycene (2e, TPPo) which avoids tetradecarboxylation by sublimation of the intermediate tetracarboxylic acid 8 is reported. Thus, the use of a pyrrol 13a bearing two orthogonal ester groups allows the synthesis of bipyrrol 12a, from which the benzyl ester groups are selectively removed to afford diester 11. The latter is transformed to dialdehyde 10 by using the McFayden-Stevens reaction, thus avoidina the unstable bipyrrol 9 formed during the tetradecarboxylation of 8. Copyright 2001 John Wiley Sons. Ltd.