Department of Chemistry, University of Oregon, Eugene, Oregon 97403-1253, USA.
J Am Chem Soc. 2011 Aug 24;133(33):13006-9. doi: 10.1021/ja206497x. Epub 2011 Aug 2.
BN/CC isosterism has emerged as a viable strategy to increase the structural diversity of carbon-based compounds. We present the first synthesis and characterization of the parent 1,2-BN cyclohexane, the BN-isostere of cyclohexane. 1,2-BN cyclohexane is an air- and water-stable compound that cleanly forms a trimer with release of dihydrogen when thermally activated. We also demonstrate that 1,2-BN cyclohexane has a lower activation barrier for ring inversion than cyclohexane due to BN/CC isosterism.
硼氮同系物策略已经成为增加碳基化合物结构多样性的一种可行策略。我们首次合成并表征了环己烷的硼氮同系物 1,2-BN 环己烷。1,2-BN 环己烷是一种在空气和水中稳定的化合物，当被热激活时，它会干净地形成三聚体并释放出氢气。我们还证明，由于硼氮同系物策略，1,2-BN 环己烷的环翻转活化能垒低于环己烷。
