Friedel-Crafts acetylation and benzoylation of benzylsilanes and xanthenes (Journal article)

Georgakilas, V./ Perdikomatis, G. P./ Triantafyllou, A. S./ Siskos, M. G./ Zarkadis, A. K.


The synthesis of p-acetyl and p-benzoyl derivatives of various benzylsilanes (p-(RCO)-C-1-C6H4-(CRR3)-R-2-SiMe3: R-1, R-2, R-3=Me, H, H; Me, H, Ph; Me, H, Me; Me, Me, Me; Ph, H, H; Ph, H, Ph; Ph, H, Me; Ph, Me, Me), xanthenes (3-benzoyl and 3,6-dibenzoyl), and 9-Me3Si-xanthenes (3-benzoyl, 3,6-dibenzoyl, 3-acetyl and 3,6-diacetyl) using Friedel-Crafts reactions and typical Lewis acid catalysts (AlCl3, FeCl3, ZnCl2) is described. Desilylation side reactions caused by AlCl3 become significant in substrates with weak carbon-silicon bonds (e.g. Ph2CH-SiMe3), and in the case of Ph3C-SiMe3 only the desilylation product Ph3CH was isolated. (C) 2002 Elsevier Science Ltd. All rights reserved.
Institution and School/Department of submitter: Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας
Keywords: friedel-crafts acylation,benzoylation,acetylation,benzylsilanes,xanthenes,desilylation,laser flash-photolysis,product analysis,photoinitiators,photodissociation,acylation,silicon,triflate
URI: http://olympias.lib.uoi.gr/jspui/handle/123456789/8020
ISSN: 0040-4020
Link: <Go to ISI>://000174820300015
http://ac.els-cdn.com/S004040200200114X/1-s2.0-S004040200200114X-main.pdf?_tid=e4a95a06-356f-11e3-96b3-00000aab0f6c&acdnat=1381824224_a5e83a555142374b9cd44ab054a7cffc
Publisher: Elsevier
Appears in Collections:Άρθρα σε επιστημονικά περιοδικά ( Ανοικτά)

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