Title
Activation and de-activation of fluorine synthons by nitrogen substitution in fluorinated aza-distyrylbenzenesActivation and de-activation of fluorine synthons by nitrogen substitution in fluorinated aza-distyrylbenzenes
Author
Faculty/Department
Faculty of Sciences. Chemistry
Research group
Structural chemistry group
Publication type
article
Publication
Subject
Chemistry
Source (journal)
CrystEngComm
Volume/pages
13(2011):2, p. 702-710
ISSN
1466-8033
ISI
000285514000050
Carrier
E
Target language
English (eng)
Full text (Publishers DOI)
Affiliation
University of Antwerp
Abstract
Three derivatives of E,E-1,4-bis[2-(2,3,4,5,6-pentafluorophenyl)ethenyl]benzene, two of which bear nitrogen atoms in the ethenyl spacers, while in a third the central benzene ring is replaced by a pyrazine moiety, have been synthesized. The supramolecular structures of the resulting set of four compounds have been studied using single-crystal X-ray diffraction to gauge the influence of the position of the nitrogen atoms on the organisation of the molecules in the solid state. The crystal packing patterns were analyzed in terms of intermolecular interactions involving the fluorine and nitrogen atoms, i.e., CHF, FF, Fπ and CHN interactions. The analysis shows that in two of the three solid-state structures the main effect of the nitrogen atoms is an indirect one: they do not participate in intermolecular contacts themselves, but activate nearby hydrogen atoms and phenyl rings in fluorine synthons to form new interactions.
E-info
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