title: Linquats: Synthesis, Characterization, and Properties of Linear Extended Diquats.
abstract: We report an innovative synthetic route to linear extended diquats (linquats). Our approach is short and efficient and features a highly modular reaction sequence based on two-fold quaternization followed by the key intramolecular [2+2+2] alkyne cycloaddition. The physico-chemical properties of four new linquats were characterized by spectroscopic methods, X-ray crystallography, and electrochemistry complemented by information obtained from DFT calculations. Electron deficient N-heteroaromatic cations with linear extended diquat motif with high electron affinities have been recently recognized as attractive n-type semiconductors for chemical and biological sensing. Their advantageous redox properties such as very fast reversible electron transfers make the title compounds interesting for applications.
authors.affiliation: Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10, Prague 6, Czech Republic.
authors.forename: Martina
authors.initials: M
authors.lastname: Čížková
authors.affiliation: Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10, Prague 6, Czech Republic.|J. Heyrovsky Institute of Physical Chemistry, Academy of Sciences of the Czech Republic, Dolejškova 3, 182 23, Prague 8, Czech Republic.
authors.forename: Lubomír
authors.initials: L
authors.lastname: Pospíšil
authors.affiliation: Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10, Prague 6, Czech Republic.
authors.forename: Blanka
authors.initials: B
authors.lastname: Klepetářová
authors.affiliation: Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10, Prague 6, Czech Republic.
authors.forename: Dušan
authors.initials: D
authors.lastname: Koval
authors.affiliation: Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10, Prague 6, Czech Republic. teply@uochb.cas.cz.
authors.forename: Filip
authors.initials: F
authors.lastname: Teplý
keywords: N-heterocyclic cations; cycloaddition; density functional calculations; electrochemistry; spectroscopy