Schulich Faculty of Chemistry, Technion - Israel Institute of Technology , Technion City, Haifa 32000, Israel.
J Am Chem Soc. 2017 Mar 22;139(11):4062-4067. doi: 10.1021/jacs.6b12360. Epub 2017 Mar 9.
Being a major conception of chemistry, Lewis acids have found countless applications throughout chemical enterprise. Although many chemical elements can serve as the central atom of Lewis acids, nitrogen is usually associated with Lewis bases. Here, we report on the first example of robust and modifiable Lewis acids centered on the nitrogen atom, which provide stable and well-characterized adducts with various Lewis bases. On the basis of the reactivity of nitrogen Lewis acids, we prepared, for the first time, cyclic triazanes, a class of cyclic organic compounds sequentially bearing three all-saturated nitrogen atoms (N-N-N motif). Reactivity abilities of these N-Lewis acids were explained by theoretical calculations. Properties and future applications of nitrogen Lewis acids are intriguing.
路易斯酸是化学的一个重要概念,在整个化学领域都有无数的应用。虽然许多化学元素都可以作为路易斯酸的中心原子,但氮通常与路易斯碱有关。在这里,我们报告了第一个以氮原子为中心的坚固且可修饰的路易斯酸的例子,它与各种路易斯碱形成稳定且特征良好的加合物。基于氮路易斯酸的反应性,我们首次制备了环状三嗪,这是一类依次带有三个全饱和氮原子(N-N-N 结构)的环状有机化合物。通过理论计算解释了这些 N-路易斯酸的反应能力。氮路易斯酸的性质和未来应用很有趣。