Preparation of enantiomers using high-pressure technologies

doctoral thesis

Paul Thorey (Author), Maja Leitgeb (Mentor), Béla Simándi (Co-mentor)

Abstract

The study of two different methods of obtaining chiral alcohols is proposed herein. The requirement of the relatively new paradigm of green chemistry associated with clean technologies such as biocatalysis or non-conventional solvents, dense gases, was focused at. Indeed, the two methods of production of chiral alcohols were: the conversion of acetophenone into (R)-1-phenylethanol in dense gases catalysed by Lactobacillus brevis alcohol dehydrogenase and its coenzyme, NADP/H; the resolution of ▫$(\pm)$▫-trans-1,2-cyclohexanediol by cocrystal formation with tartaric acid followed by supercritical extraction. In both cases high enantiopurities were achieved ▫$(ee > 99%)$▫.

Keywords

visokotlačne tehnologije;enantiomere;zelena kemija;R1-feniletanol;superkritični ogljikov dioksid;ekstrakcija;difrakcija;high pressure technologies;enantiomers;green chemistry;R-1-phenylethanol;enzyme deactivation;resolution;supercritical carbon dioxide;extraction;X-ray diffraction;

Data

Language:	English
Year of publishing:	2010
Source:	Maribor
Typology:	2.08 - Doctoral Dissertation
Organization:	UM FKKT - Faculty of Chemistry and Chemical Engineering
Publisher:	[P. Thorey]
UDC:	66-987:544.122.3(043.3)
COBISS:	14769942
Views:	2520
Downloads:	100
Average score:	0 (0 votes)
Metadata:

Other data

Secondary language:	Slovenian
Secondary title:	Priprava enantiomer z uporabo visokotlačnih tehnologij
Secondary abstract:	V študiji sta podani dve različni metodi za pridobivanje kiralnih alkoholov. Doktorsko delo je osredotočeno predvsem na orodja »zelene kemije«, ki so povezana s čistimi tehnologijami kot sta biokataliza ali nekonvencionalna topila in zgoščeni plini. Obe metodi za pridobivanje kiralnih alkoholov se navezujeta na: - Presnovo acetofenona v (R)-1-feniletanol v zgoščenem plinu, katalizirano z alkohol dehidrogenazo iz Lactobacillus brevis in koencimom, NADP/H; - Resolucijo (±)-trans-1,2-cikloheksandiola v obliki nastajanja kokristala s tartarno kislino in s superkritično ekstrakcijo. V obeh primerih je bil izkoristek pridobivanja enantiomerno čistih komponent zelo visok (ee>99%).
Secondary keywords:	Visokotlačne tehnologije;enantiomere;zelena kemija;R-1-feniletanol;Lactobacillus brevis;alkohol dehidrogenaza;NADP;tekoči propan;deaktivacija encima;resolucija;trans-1;2-cikloheksandiol;tartarna kislina;kokristal;superkritični ogljikov dioksid;ekstrakcija;rentgenska difrakcija (XRD);termična (DSC) analiza;
URN:	URN:SI:UM:
Type (COBISS):	Dissertation
Thesis comment:	Univ. Maribor, Fak. za kemijo in kemijsko tehnologijo
Pages:	152 f., [25] f. pril.
Keywords (UDC):	applied sciences;medicine;technology;uporabne znanosti;medicina;tehnika;chemical technology;chemical and related industries;kemijska tehnologija;kemijske in sorodne industrije;mathematics;natural sciences;naravoslovne vede;matematika;chemistry;crystallography;mineralogy;kemija;physical chemistry;fizikalna kemija;chemical structure of matter;kemijska struktura snovi;
ID:	1001521