Synthesis and Characterization of Quinuclidinium Derivatives of the [closo-1-CB11H12]- Anion as Potential Polar Components of Liquid Crystal Materials

Jacek Pecyna, Piotr Kaszyński, Bryan Ringstrand, Damian Pociecha, Serhii Pakhomov, Andrew G. Douglass, Victor G. Young

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

Antipodal substitution of the [closo-1-CB11H12]- anion with a 4-pentylquinuclidinium fragment and alkyl groups in positions C(1) and B(12) gave polar zwitterions 1[n] and 2[n]. The molecular structure of 1[5] was established using X-ray diffraction (XRD) methods: P1Ì..., a = 15.162(2) Å, b = 16.546(3) Å, c = 19.794(3) Å α = 84.871(2)°, β = 84.057(2)°, γ = 84.058(3)° Z = 8. All compounds exhibit high temperature in-plane ordered smectic phases that are stabilized by dipolar interactions. The ordered phases were investigated by powder XRD methods. Thermal and dielectric parameters for two derivatives, 1[0] and 1[6], were evaluated in nematic hosts, ClEster and BPhF. The dielectric data were analyzed with the Maier-Meier formalism augmented with density functional theory methods, and the results were compared to those for similar zwitterions previously reported.

Original languageEnglish (US)
Pages (from-to)4016-4025
Number of pages10
JournalInorganic chemistry
Volume55
Issue number8
DOIs
StatePublished - May 2 2016

Bibliographical note

Funding Information:
This work was supported by the NSF (DMR-1207585, DMR-9703002, DMR-0907542), ONR (ONR-331/99/0237), and National Science Center Poland (OPUS 2015/17/B/ST5/02801) grants. We are grateful to Prof. R. Dabrowski of the Military University of Technology, Warsaw, Poland, for the gift of the nematic hosts.

Publisher Copyright:
© 2016 American Chemical Society.

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