Peri-naphthalenes

In organic chemistry, peri-naphthalenes are particular derivatives of naphthalene with the formula C10H6-1,8-X2.

General structure of a perinaphthalene, where R1 and R2 represent the substituents.

Owing to the rigidity of the naphthalene skeleton, these substituents on the 1- and 8-positions are constrained to be relatively close 2.5 Å, which is within the van der Waals radius for many atoms. In contrast, ortho-substituents pendant from a benzene ring are separated by about 3.3 Å.[1]

  1. ^ Kilian, P.; Knight, F. R.; Woollins, J. D., "Synthesis of ligands based on naphthalene peri-substituted by Group 15 and 16 elements and their coordination chemistry", Coordination Chemistry Reviews 2011, volume 255, 1387-1413. doi:10.1016/j.ccr.2011.01.015