Perfluoroalkylated Derivatives of Diols and Triols. Selectivity in the Reaction of Primary and Secondary Hydroxy Groups with Perfluoroalkylepoxides. Hemocompatibility and Effect on Perfluorocarbon Emulsion.

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F67985858%3A_____%2F02%3A27020272" target="_blank" >RIV/67985858:_____/02:27020272 - isvavai.cz</a>

Result on the web

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DOI - Digital Object Identifier

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Result language

angličtina

Original language name

Perfluoroalkylated Derivatives of Diols and Triols. Selectivity in the Reaction of Primary and Secondary Hydroxy Groups with Perfluoroalkylepoxides. Hemocompatibility and Effect on Perfluorocarbon Emulsion.

Original language description

Two sets of amphiphilic perfluoroalkylated aliphatic triols were prepared in a two-step synthesis: a protected glycerol, 4-hydroxymethyl-2,2-dimethyl-1,3-dioxolane (1) and protected 2-hydroxymethyl-2-methylpropane-1,3-diol, 5-hydroxymethyl-2,2,5-trimethyl-1,3-dioxane (11) were fluoroalkylated with racemic 2-(2,2,3,3,4,4,5,5,5-nonafluoropentyl)- (2), or 2-(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl)- (3) or 2-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononyl)oxirane (4) using boron trifluoride diethyl etherate as a catalyst to afford intermediates 5-7 and 12-14, which were deprotected by re-acetalization to the target triols HOCH2CH(OH)CH2OCH2CH(OH)CH2CF2(CF2)nCF3 (n = 2, 4, 6) 8-10 and (OHCH2)2C(CH3)CH2OCH2CH(OH)CH2CF2(CF2)nCF3 (n = 2, 4, 6) 15-17. Regioselectivity of competitive fluoroalkylation of propane-1,2-diol and butane-1,3-diol appeared to be considerably dependent on the catalyst up to 93 rel.% for the preferential fluoroalkylation at the primary hydroxy group. Hemoco

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

Result was created during the realization of more than one project. More information in the Projects tab.

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2002

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Collection of Czechoslovak Chemical Commmunications

ISSN

0010-0765

e-ISSN

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Volume of the periodical

67

Issue of the periodical within the volume

10

Country of publishing house

CZ - CZECH REPUBLIC

Number of pages

13

Pages from-to

1436-1448

UT code for WoS article

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EID of the result in the Scopus database

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