Open AccessHalogen Bonding in Bicomponent Monolayers: Self-Assembly of a Homologous Series of Iodinated Perfluoroalkanes with Bipyridine
Author(s) -
Jonathan A. Davidson,
Marco Sacchi,
F. Gorrec,
Stuart M. Clarke,
Stephen J. Jenkins
Publication year - 2021
Publication title -
langmuir
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.042
H-Index - 333
eISSN - 1520-5827
pISSN - 0743-7463
DOI - 10.1021/acs.langmuir.0c02126
Subject(s) - chemistry , halogen bond , monolayer , halogen , homologous series , crystallography , london dispersion force , bipyridine , hydrocarbon , dispersion (optics) , crystal structure , molecule , organic chemistry , van der waals force , biochemistry , alkyl , physics , optics
A homologous series of halogen bonding monolayers based on terminally iodinated perfluoroalkanes and 4,4'-bipyridine have been observed on a graphitic surface and noninvasively probed using powder X-ray diffraction. An excellent agreement is observed between the X-ray structures and density functional theory calculations with dispersion force corrections. Theoretical analysis of the binding energies of the structures indicate that these halogen bonds are strong (25 kJ mol -1 ), indicating that the layers are highly stable. The monolayer structures are found to be distinct from any plane of the corresponding bulk structures, with limited evidence of partitioning of hydrocarbon and perfluoro tectons. The interchain interactions are found to be slightly stronger than those in related aromatic systems, with important implications for 2D crystal engineering.