2-methyl-6,6-bis(trlfluoromethyl)cyclohex-3-ene-1-carbaldehyde: reactivity and application as a model for the preparation of 16,16,16,17,17,17-hexafluororetinal analogs

New approaches to 16,16,16,17,17,17-hexafluororetinal and analogs, via 2-methyl-6,6-bis(trifluoromethyl)cyclohexanone and 2-methyl-6,6-bis(trifluoromethyl)cyclohex-1-ene-1 -carbaldehyde (7,7,7,8,8,8-hexafluoro-β-cyclocitral) are presented. An efficient synthesis for 2-methyl-6,6-bis(trifluoromethyl)...

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Datum:2008
Hauptverfasser: Boichut, S., Boyer, C., Burger, K., Haas, A., Merz, K., Pages, T., Wallmichrath, T.
Format: Artikel
Sprache:English
Veröffentlicht: Інститут органічної хімії НАН України 2008
Schriftenreihe:Журнал органічної та фармацевтичної хімії
Online Zugang:http://dspace.nbuv.gov.ua/handle/123456789/42345
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Назва журналу:Digital Library of Periodicals of National Academy of Sciences of Ukraine
Zitieren:2-methyl-6,6-bis(trlfluoromethyl)cyclohex-3-ene-1-carbaldehyde: reactivity and application as a model for the preparation of 16,16,16,17,17,17-hexafluororetinal analogs / S. Boichut, C. Boyer, K. Burger, A. Haas, K. Merz, T. Pages, T. Wallmichrath // Журнал органічної та фармацевтичної хімії. — 2008. — Т. 6, вип. 1(21). — С. 3-12. — Бібліогр.: 30 назв. — англ.

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Digital Library of Periodicals of National Academy of Sciences of Ukraine
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Zusammenfassung:New approaches to 16,16,16,17,17,17-hexafluororetinal and analogs, via 2-methyl-6,6-bis(trifluoromethyl)cyclohexanone and 2-methyl-6,6-bis(trifluoromethyl)cyclohex-1-ene-1 -carbaldehyde (7,7,7,8,8,8-hexafluoro-β-cyclocitral) are presented. An efficient synthesis for 2-methyl-6,6-bis(trifluoromethyl)-cyclohex-3-ene-1-carbaldehyde starting from hexafluoroacetone has been described and used for preparing reactive building blocks. The crystal structures of 6, 15 and 23 have been provided and the influence of the bis(trifluoromethyl)-group on bond lengths and angles have been discussed.