MyJournals Home  

RSS FeedsSynthesis of dipolar molecular rotors as linkers for metal-organic frameworks (Beilstein Journal of Organic Chemistry)


18 june 2019 10:00:32

Synthesis of dipolar molecular rotors as linkers for metal-organic frameworks (Beilstein Journal of Organic Chemistry)

Abstract We report the synthesis of five dicarboxylic acid-substituted dipolar molecular rotors for the use as linker molecules in metal-organic frameworks (MOFs). The rotor molecules exhibit very low rotational barriers and decent to very high permanent, charge free dipole moments, as shown by density functional theory calculations on the isolated molecules. Four rotors are fluorescent in the visible region. The linker designs are based on push–pull-substituted phenylene cores with ethynyl spacers as rotational axes, functionalized with carboxylic acid groups for implementation in MOFs. The substituents at the phenylene core are chosen to be small to leave rotational freedom in solids with confined free volumes. The dipole moments are generated by electron-donating substituents (benzo-1,3-dioxole, benzo-1,4-dioxane, or benzo-2,1,3-thiadiazole annelation) and withdrawing substituents (difluoro, or dicyano substitution) at the opposite positions of the central phenylene core. A combination of 1,4-dioxane annelation and dicyano substitution generates a theoretically predicted, very high dipole moment of 10.1 Debye. Moreover, the molecules are sufficiently small to fit into cavities of 10 Å3. Hence, the dipolar rotors should be ideally suited as linkers in MOFs with potential applications as ferroelectric materials and for optical signal processing. Beilstein J. Org. Chem. 2019, 15, 1331–1338. doi:10.3762/bjoc.15.132 Digg Facebook Google StumbleUpon Twitter
54 viewsCategory: Chemistry
[ASAP] Fully Polarizable QM/Fluctuating Charge Approach to Two-Photon Absorption of Aqueous Solutions (Journal of Chemical Theory and Computation)
[ASAP] Ni/Photoredox-Dual-Catalyzed Functionalization of 1-Thiosugars (Organic Letters)
blog comments powered by Disqus
The latest issues of all your favorite science journals on one page


Register | Retrieve



Use these buttons to bookmark us: Digg Facebook Google StumbleUpon Twitter

Valid HTML 4.01 Transitional
Copyright © 2008 - 2019 Indigonet Services B.V.. Contact: Tim Hulsen. Read here our privacy notice.
Other websites of Indigonet Services B.V.: Nieuws Vacatures News Tweets Travel Photos Nachrichten Indigonet Finances Leer Mandarijn