Thumbnail Image
Item type:Publication,

Crystallization of organic salts from the gas phase: When does proton transfer take place?

O’Malley, Ciarán
; 
Erxleben, Andrea
; 
McArdle, Patrick
; 
Simmie, John M.

Files

Thumbnail Image
subsalt_r_final.pdf
Adobe PDF, 823.77 KB

Citations

Altmetric

item.page.identifiers

http://hdl.handle.net/10379/16409
 https://doi.org/10.13025/14807

Date

2020-12-13

Keywords

Salts , Reaction mechanisms , Crystal structure , Sublimation , organic salt , proton transfer , density functional calculations , diflunisal

item.page.type

journal article

item.page.downloads

Citation

O’Malley, Ciarán, Erxleben, Andrea, McArdle, Patrick, & Simmie, John M. (2020). Crystallization of Organic Salts from the Gas Phase: When Does Proton Transfer Take Place? Crystal Growth & Design. doi:10.1021/acs.cgd.0c01248

Abstract

Salt formation with proton transfer is observed in crystals grown by cosublimation of the salt coformers. Diflunisal salts were obtained with 4-[3-(pyridin-4-yl)propyl]pyridine, piperazine, and 4-dimethylaminopyridine. Modeling studies indicate that proton transfer does not take place for an acid–base H-bonded adduct in the gas phase. However, modeling larger molecular clusters shows that proton transfer can take place spontaneously within a molecular cluster in the absence of a solvent.

item.page.funder

Science Foundation Ireland
European Regional Development Fund

Publisher

American Chemical Society

item.page.publisherdoi

License

CC BY-NC-ND

cbn

Collections

Publications