Phenyl−Perfluorophenyl Stacking Interactions:  Topochemical [2+2]
Photodimerization and Photopolymerization of Olefinic Compounds
Geoffrey W. Coates
Alex R. Dunn
Lawrence M. Henling
Joseph W. Ziller
Emil B. Lobkovsky
Robert H. Grubbs
10.1021/ja974072a.s002
https://acs.figshare.com/articles/journal_contribution/Phenyl_Perfluorophenyl_Stacking_Interactions_Topochemical_2_2_Photodimerization_and_Photopolymerization_of_Olefinic_Compounds/3668640
The face-to-face stacking interaction between phenyl and
perfluorophenyl groups is emerging as a
common noncovalent interaction. To explore the generality of this
supramolecular synthon, the solid-state
packing structure and reactivity of several monoolefins and diolefins
substituted with phenyl and perfluorophenyl
groups was investigated. Of the seven crystalline or cocrystalline
materials investigated, six were found to
undergo a photochemically induced [2+2] reaction in the solid
state. By determining the stereochemistry of
the photoproduct and/or X-ray structural analysis of the olefinic
precursors, the stacked interaction between
phenyl and perfluorophenyl groups in the photoactive crystals were
revealed.
1998-04-02 00:00:00
photoproduct
generality
supramolecular synthon
cocrystalline materials
photochemically
analysis
Photodimerization
olefinic precursors
noncovalent interaction
Phenyl
monoolefin
reactivity
diolefin
stereochemistry
Interaction
Photopolymerization
perfluorophenyl groups
photoactive crystals
Stacking
Olefinic Compounds
Topochemical