Microwave Assisted Synthesis of a Small Library of Substituted N,N′-Bis((8-hydroxy-7-quinolinyl)methyl)-1,10-diaza-18-crown-6 Ethers
Microwave Assisted Synthesis of a Small Library of Substituted N,N′-Bis((8-hydroxy-7-quinolinyl)methyl)-1,10-diaza-18-crown-6 Ethers
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DOI：
10.1021/jo101173t
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发表时间：
2010-09-17
影响因子：
3.6
通讯作者：
Zaccheroni, Nelsi
中科院分区：
文献类型：
--
作者：
Farruggia, Giovanna;Iotti, Stefano;Zaccheroni, Nelsi
N，N '-双-（（8-羟基-7-喹啉基）甲基）-1，10-二氮杂-18-冠-6醚1a及其类似物1c是已知的活细胞中镁的荧光传感器。为了研究取代方式对配体1及其金属配合物的物理化学性质的影响，我们发展了一种高效的微波增强一锅法Mannich反应，合成了一系列具有不同取代基的双臂二氮杂冠醚配体1.这种新的协议的特点是更短的反应时间，提高产率，并提高产品纯度相对于使用常规的传导加热。
N,N'- Bis-((8-hydroxy-7-quinolinyl)methyl)-1,10-diaza-18-crown-6 ether 1a and its analogue 1c are known as fluorescent sensors of magnesium in living cells. With the aim to investigate the effects of the substitution pattern on the photophysical properties of ligands 1 and their metal complexes, we developed an efficient microwaves enhanced one-pot Mannich reaction to double-armed diaza-crown ligands 1 carrying a variety of substituents. This new protocol is characterized by shorter reaction times, enhanced yields, and improved product purities with respect to the use of conventional conductive heating.