A borazaaromatic analogue of isophthalic acid

A diboradiazaaromatic-2.7-di-tert-butyl-5.9-dihydroxy-5,9-dibora-4,10-diaza pyrene-4,10-diium-5,9-diuide-which is a structural analogue of isophthalic acid has been designed and synthesised. This compound is capable of spontan eous dehydration in solution to form linear oligoarthydrides. These oligoan hydrides can be readily hydrolysed to the starting diboradiazaaromatic unde r appropriate conditions. This unusual reactivity is mirrored in the solid- state behaviour of 2.7-di-tert-butyl-5,9-dihydroxy-5,9-dibora-4.10-diazapyr ene-4,10-diium-5,9-diuide. A complex network of hydrogen bonds present in t he solid-state structure of the borazaaromatic serve to facilitate a facile solid-state dehydration reaction. once again forming oligoanhydrides of mo lecular weight greater than 3000 Da.