2,3-Bis(bromomethyl)-1,4-diphenylbenzene

Abstract

In the title compound, C20H16Br2, the terminal phenyl groups are twisted away from the central ring by approximately 55 and −125° (average of four dihedral angles each), respectively. The crystal structure is stabilized by a combination of inter­molecular and intra­molecular inter­actions including inter­molecular π–π stacking inter­actions [C atoms of closest contact = 3.423 (5) Å].

Probing Intramolecular CH−π Interactions in o-Quinodimethane Adducts of [60]Fullerene Using Variable Temperature NMR

“…Synthesis of [60]fullerene-QDM derivative 10 was carried out according to Scheme via 2,3-bis(bromomethyl)-1,4-diphenylbenzene . Unexpectedly, the room temperature 1 H NMR spectrum for 10 shows a sharp AB multiplet for the methylene hydrogens of the cyclohexene ring indicating that boat-to-boat inversion is already in the slow-exchange regime at 25 °C.…”