Hydrogen and trimethylsilyl transfers during EI mass spectral fragmentation of hydroxycarboxylic and oxocarboxylic acid trimethylsilyl derivatives

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Slide 1 :

Hydrogen and trimethylsilyl transfers during EI mass spectral fragmentation of hydroxycarboxylic and oxocarboxylic acid trimethylsilyl derivatives* RONTANI J.-F.1§ and AUBERT C.2 1Laboratoire de Microbiologie de Géochimie et d’Ecologie Marines (UMR 6117), Centre d’Océanologie de Marseille (OSU), Campus de Luminy – case 901, 13288 Marseille, France. 2Laboratoire de Pharmacocinétique et Toxicocinétique (UPRES 3286), Faculté de Pharmacie, 13385-Marseille, France. * Published in J. Am. Mass Spectrom. Soc. 2008, 19: 66-75. § Email: jean-francois.rontani@univmed.fr

Slide 2 :

Hydrogen and trimethylsilyl transfers between distant functionalities during EI fragmentation processes are well known. For hydrogen transfer, activation by groups such as keto, amino, ether, trimethylsilyloxy, as well as by chain branching and unsaturation, is needed. In the present work, we describe EI mass spectral fragmentation of some hydroxycarboxylic and oxocarboxylic acid trimethylsilyl derivatives, which involves trimethylsilyl and hydrogen transfers.

Slide 3 :

Though trimethylsilyl group migrations are generally considered to occur through five- to eight-member-ring transition states, such migrations were previously observed between very distant functionalities. These rearrangements are generally considered as useful for deducing structures of unknown spectra; however, in some cases misleading conclusions may be drawn.

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	jean-francois.rontani@univmed.fr 4 Years ago.



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