Synthesis and Crystal Structure of Dinitroxyl Crown Ether Biradical with Indole Groups in the Side Chains

Authors

A. B. Shapiro, Russian Academy of Sciences
V. I. Suskina, Russian Academy of Sciences
V. N. Khrustalev, Russian Academy of SciencesFollow
Sergey V. Lindeman, Marquette UniversityFollow
Yu T. Struchkov, Russian Academy of SciencesFollow

Document Type

Article

Language

eng

Publication Date

4-1996

Publisher

Springer

Source Publication

Russian Chemical Bulletin

Source ISSN

1066-5285

Abstract

Dinitroxyl crown ether biradical, 4,13-bis[2-hydroxy-3-(2,2,4,4-tetramethyl-3-oxylo1,2,3,4-tetrahydro-γ-carbol-9-yl)propyl]-1,7,10,16-tetraoxa-4,13-diazacyclooctadecane, was synthesized and studied by X-ray structural analysis and ESR spectroscopy. The ESR spectra in aqueous and aqueous-alcoholic solutions show a triplet with ^a N = 1.65±0.05 mT. This triplet is retained in the presence of Na⁺, K⁺, and Mg²⁺ ions. On addition of Ca²⁺ ions, the triplet is transformed into the quintet because of the change in the conformation of the crown ether biradical and decrease in the distance between the nitroxyl groups. The new crown ether biradicdl containing hydrophobic indole groups may be used for studying the mechanism of Ca²⁺ ion transport in biomembranes by ESR spectroscopy.

Comments

Russian Chemical Bulletin, Vol. 45, No. 4 (April 1996): 875-879. DOI.

Sergey V. Lindeman was affiliated with the Russian Academy of Sciences at the time of publication.

Recommended Citation

Shapiro, A. B.; Suskina, V. I.; Khrustalev, V. N.; Lindeman, Sergey V.; and Struchkov, Yu T., "Synthesis and Crystal Structure of Dinitroxyl Crown Ether Biradical with Indole Groups in the Side Chains" (1996). Chemistry Faculty Research and Publications. 699.
https://epublications.marquette.edu/chem_fac/699