The reaction of pseudo-ortho-4,12-N,N′-diphenyldiamino-[2.2]paracyclophane ((±)-3) with Sn[N(SiMe3)2]2 results in the formation of the monomeric planar chiral N-heterocyclic stannylene (±)-4, featuring a unique [2.2]paracyclophane backbone, which has been characterized by an X-ray diffraction study.
![Graphical abstract: A planar chiral [2.2]paracyclophane derived N-heterocyclic stannylene](http://hg.y866.cn/compound/lib/scimg/usr/1/C2DT31497E.jpg)