Synthesis and Properties of Bora- and Boratacyclopropabenzenes

硼环丙苯和硼环丙苯是有机硼化学中的双环化合物，由一个芳香族六元环和一个环状三元硼环组成。这类化合物只能在非常有限的范围内进行研究，因为在很长一段时间内，除了稳定基质外，还不知道有一种合成途径。由于双环骨架的高环应变和硼中心的亲电性，人们对大量试剂感兴趣并具有高反应性，并有望获得新的结构基序。在前期工作的基础上，我们在本项目的框架内合成并研究了苯并二溴杂环烯的化学性质。我们希望通过选择与合适的试剂的反应来具体地研究苯并二溴烯(硼中心、三元环、六元环)的反应部位。这将提供对这类化合物的性质以及芳香性和环紧张之间的相互作用的全面见解。

Boracyclopropabenzenes (benzoborirenes) and boratacyclopropabenzenes are strained bicyclische compounds of organobor chemistry that are comprised of an aromatic six membered and an annulated three membered boron containing ring. This class of compounds could only be investigated to a very limited extend because a synthetic access was not known for a long time outside of stabilizing matrices. Due to the high ring strain of the bicyclic framework and the electrophilicity of the boron center interesting and high reactivity towards a large number of reagents and access to novel structural motifs is expected. Based on our preliminary work, we synthesize benzoborirenes and study their chemical properties in the framework of the project. We wish to address specifically the reactive sites of the benzoborirenes (boron center, three-membered ring, six-membered ring) using selected reactions with suitable reagents. This will provide comprehensive insight into the properties of this class of compounds and the interplay between aromaticity and ring strain.