caa a22 4500 605531056 CHVBK 20210128100826.0 cr unu---uuuuu 210128e20150201xx s 000 0 eng 10.1134/S1070428015020116 doi (NATIONALLICENCE)springer-10.1134/S1070428015020116 Synthesis and some features of phase behavior of chiral p -alkoxyphenyl glycerol ethers [Elektronische Daten] [R. Fayzullin, O. Antonovich, D. Zakharychev, Z. Bredikhina, A. Kurenkov, A. Bredikhin] A series of (S)-3-(4-alkoxyphenoxy)propane-1,2-diols was prepared with the enantiomeric excess 86-92% by Sharpless asymmetric dihydroxylation of 1-alkoxy-4-allyloxybenzenes with an AD-mix-β mixture. R-Enantiomers with enantiomeric excess 97-99% and racemic samples were obtained by reaction of sodium p-substituted phenolates with (R)- and rac-3-chloropropane-1,2-diol. The phase behavior of racemates and scalemates in the produced homolog series of glycerol aryl ethers with hydrocarbon substituents of various length was examined by means of thermomicroscopy. The higher memberes of the homolog series of both racemic and scalemic diols undergo at heating an enantiotropic phase transition to a smectic liquid crystal phase. Pleiades Publishing, Ltd., 2015 Fayzullin R. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, ul. Academika Arbuzova 8, 420088, Kazan, Tatarstan, Russia aut Antonovich O. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, ul. Academika Arbuzova 8, 420088, Kazan, Tatarstan, Russia aut Zakharychev D. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, ul. Academika Arbuzova 8, 420088, Kazan, Tatarstan, Russia aut Bredikhina Z. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, ul. Academika Arbuzova 8, 420088, Kazan, Tatarstan, Russia aut Kurenkov A. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, ul. Academika Arbuzova 8, 420088, Kazan, Tatarstan, Russia aut Bredikhin A. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, ul. Academika Arbuzova 8, 420088, Kazan, Tatarstan, Russia aut Russian Journal of Organic Chemistry Pleiades Publishing 51/2(2015-02-01), 202-209 1070-4280 51:2<202 2015 51 11178 https://doi.org/10.1134/S1070428015020116 text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1134/S1070428015020116 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Fayzullin R. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, ul. Academika Arbuzova 8, 420088, Kazan, Tatarstan, Russia aut NATIONALLICENCE 700 1- Antonovich O. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, ul. Academika Arbuzova 8, 420088, Kazan, Tatarstan, Russia aut NATIONALLICENCE 700 1- Zakharychev D. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, ul. Academika Arbuzova 8, 420088, Kazan, Tatarstan, Russia aut NATIONALLICENCE 700 1- Bredikhina Z. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, ul. Academika Arbuzova 8, 420088, Kazan, Tatarstan, Russia aut NATIONALLICENCE 700 1- Kurenkov A. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, ul. Academika Arbuzova 8, 420088, Kazan, Tatarstan, Russia aut NATIONALLICENCE 700 1- Bredikhin A. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, ul. Academika Arbuzova 8, 420088, Kazan, Tatarstan, Russia aut NATIONALLICENCE 773 0- Russian Journal of Organic Chemistry Pleiades Publishing 51/2(2015-02-01), 202-209 1070-4280 51:2<202 2015 51 11178