Studies of Reversible Conjugate Additions
Studies of Reversible Conjugate Additions
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可逆共轭加成的研究
DOI：
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发表时间：
2013
期刊：
影响因子：
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通讯作者：
E. Anslyn
中科院分区：
文献类型：
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作者：
Ye Zhong;Yufang Xu;E. Anslyn
设计并合成了苯甲醛基乙酰胺类可逆的硫醇共轭加成受体。这些硫代共轭加成可以在中性pH的水溶液条件下快速且可逆地达到平衡。动力学研究表明，苯基氰基乙酰胺苯环4位上的吸电子基团促进了平衡时的共轭加成反应。这些共轭受体的动态硫醇交换比单一活化的α，β-不饱和羰基化合物快。这些硫代共轭加成可以组装成动态组合化学中潜在的有用成分。
Benzalcyanoacetamides were designed and synthesized as reversible thiol conjugate addition acceptors. These thia-conjugate additions can rapidly and reversibly achieve equilibrium under aqueous conditions at neutral pH. Kinetic studies show that electron-withdrawing groups at the 4-position of the phenyl ring of the benzalcyanoacetamides promote the conjugate addition at equilibrium. Dynamic thiol exchange of these conjugate acceptors is faster than singly activated α,β-unsaturated carbonyl compounds. These thia-conjugate additions can be assembled as potentially useful components in dynamic combinatorial chemistry.