The long and winding road to new porphycenes

The long and winding road to new porphycenes
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DOI:
10.1142/s1088424612500733
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发表时间:
2012-05-01
影响因子:
1.5
通讯作者:
Waluk, Jacek
Waluk, Jacek
中科院分区:
化学4区
文献类型:
--
作者:
Czerski, Igor;Listkowski, Arkadiusz;Waluk, Jacek

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我们描述了多年来为提高卟啉合成效率和生产为特定目的定制的新化合物而进行的尝试-并不总是成功的。新的卟啉类也有报道,其中一些是作为计划反应的副产品而意外获得的。对由1、2、3和4个叔丁基取代的卟啉中可能的互变异构体形式进行结构和能量计算,从而预测分子内双氢转移的动力学和机制。利用荧光偏振技术证实了叔丁基取代卟啉单分子的互变异构现象。
We describe attempts - not always successful - made over the years to improve the efficiency of porphycene synthesis and to produce novel compounds, custom-designed for specific purposes. New porphycenes are reported, some of them obtained rather unexpectedly as by-products of the planned reactions. Structure and energy computations of possible tautomeric forms in porphycenes substituted by one, two, three, and four tert-butyl groups lead to predictions regarding the kinetics and mechanisms of intramolecular double hydrogen transfer. The occurrence of tautomerization in single molecules of tert-butyl-substituted porphycenes is demonstrated by using fluorescence polarization techniques.