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A catalytic, practical and high-yielding procedure for the synthesis of indenes by direct C sp 3–H activation under gold( I) catalysis was developed. The scope of the protocol was determined by synthesizing some electron-neutral, electron-poor as well as electron-rich derivatives including the dibenzofurane and carbazole heterocycles. The mechanism of this reaction was elucidated by theoretical calculations using a ONIOM(M08-HX/mixed-basis:PM6) hybrid scheme.
Thereby we found a pericyclic transformation involving a 1,5-H shift generating a gold( I)–carbene that evolves to the indene derivative. In comparison with several reports, our protocol presents a direct activation of the C sp 3–H bond. For reproduction of material from NJC: Reproduced from Ref. XX with permission from the Centre National de la Recherche Scientifique (CNRS) and The Royal Society of Chemistry.
For reproduction of material from PCCP: Reproduced from Ref. XX with permission from the PCCP Owner Societies.
For reproduction of material from PPS: Reproduced from Ref. XX with permission from the European Society for Photobiology, the European Photochemistry Association, and The Royal Society of Chemistry. For reproduction of material from all other RSC journals and books: Reproduced from Ref. XX with permission from The Royal Society of Chemistry. If the material has been adapted instead of reproduced from the original RSC publication 'Reproduced from' can be substituted with 'Adapted from'. In all cases the Ref.
XX is the XXth reference in the list of references. If you are the author of this article you do not need to formally request permission to reproduce figures, diagrams etc. Contained in this article in third party publications or in a thesis or dissertation provided that the correct acknowledgement is given with the reproduced material. Reproduced material should be attributed as follows.