A photoactivated precipiton for reagent sequestration in solution-phase synthesis

A photoactivated precipiton for reagent sequestration in solution-phase synthesis
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DOI:
10.1021/ja017577g
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发表时间:
2002-04-24
影响因子:
15
通讯作者:
Wilcox, CS
Wilcox, CS
中科院分区:
化学1区
文献类型:
--
作者:
Bosanac, T;Wilcox, CS

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质子是化学分离的分子相位标记。它们可以从高溶解度状态转换为低溶解度状态,以促进产物、试剂或催化剂的分离。本文介绍了第一个光活化沉淀,并证明这种沉淀是一个有效的胺清除剂在酰胺,脲和亚胺的液相合成。这种胺清除方法提供了优于固相清除方法的优点。胺被捕获在均匀介质中,因此捕获比异氰酸酯树脂快得多,并且仅需要少量过量的清除剂。
Precipitons are molecular phase tags for chemical separations. They can be switched from a high-solubility to a low-solubility state to facilitate product, reagent, or catalyst isolation. This paper presents the first photoactivated precipiton and demonstrates that this precipiton is an efficient amine scavenging agent in solution-phase syntheses of amides, ureas, and imines. This approach to amine scavenging offers advantages over solid-phase scavenging methods. The amine is captured in a homogeneous medium, so the capture is much faster than seen with isocyanate resins, and only a small excess of the scavenger is required.