Switching the Conformation of 3,2':6',3''-tpy Domains in 4'-(4-n-Alkyloxyphenyl)-3,2':6',3''-Terpyridines

Main Authors: Rocco, Dalila, Prescimone, Alessandro, Constable, Edwin C., Housecroft, Catherine E.
Format: Article Journal
Bahasa: eng
Terbitan: , 2020
Online Access: https://zenodo.org/record/6513479
Daftar Isi:
  • The preparation and characterization of 4'-(4-n-octyloxyphenyl)-3,2':6',3''-terpyridine (8) and 4'-(4-n-nonyloxyphenyl)-3,2':6',3''-terpyridine (9) are reported. The single crystal structures of 4'-(4-n-hexyloxyphenyl)-3,2':6',3''-terpyridine (6), 4'-(4-n-heptyloxyphenyl)-3,2':6',3''-terpyridine (7), and compounds 8 and 9 have been determined. The conformation of the 3,2':6',3''-tpy unit is trans,trans in 6 and 7, but switches to cis,trans in 8 and 9. This is associated with significant changes in the packing interactions with a more dominant role for van der Waals interactions between adjacent n-alkyloxy chains and C–Hmethylene... interactions in 8 and 9. The solid-state structures of 6 and 7 with the n-hexyloxy and n-heptyloxy chains feature interwoven sheets of supramolecular assemblies of molecules, with pairs of n-alkyloxy chains threaded through cavities in an adjacent sheet