Geomimetic autoxidation of biohopanoids: a route to bis-hopanoids, potential new sedimentary molecular fossils

Representative biohopanoids 1 and/or 4 were submitted to geomimetic autoxidation as in water or in benzene, as well as without solvent, leading interestingly in the case of benzene to the formation of C 64 novel bis-hopanoids which might be precursors of a still unknown series of sedimentary molecul...

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Bibliographic Details
Published in:Tetrahedron letters 1997-06, Vol.38 (22), p.3905-3908
Main Authors: Bisseret, Philippe, Baron, Anne, Rodier, Claude, Neunlist, Serge, Rohmer, Michel
Format: Article
Language:English
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Summary:Representative biohopanoids 1 and/or 4 were submitted to geomimetic autoxidation as in water or in benzene, as well as without solvent, leading interestingly in the case of benzene to the formation of C 64 novel bis-hopanoids which might be precursors of a still unknown series of sedimentary molecular fossils and. in the latter case, to the formation of a saturated hydrocarbon hopanoid. This last result should provide a new look on the formation of hydrocarbon geohopanoids believed so far to arise exclusively from reductive environments. Representative biohopanoid derivative 4 was submitted to geomimetic autoxidations in the presence of molecular sieves in benzene, giving access to bis-hopanoids, precursors to potential new molecular fossils, as well as under heating without solvent to give the saturated nor-hydrocarbon.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(97)00758-2