Synthesis, crystal structure, catalytic dimerization and S-H insertion of new porphyrin diazoketones

Daniel Carrie 1 Thierry Roisnel 1 Gerard Simonneaux 1
1 ISCR - Institut des Sciences Chimiques de Rennes
Abstract : Porphyrin diazoketones were synthesized from the corresponding porphyrin acetyl chloride by treatment with trimethylsilyldiazomethane in 60-80% yield. The solid-state structure of one of the two bisdiazo derivatives (trans isomer) was determined by single-crystal X-ray diffraction analysis. Thiol insertion and cis-selectivity in the coupling reactions of porphyrin diazoketones catalyzed by ruthenium porphyrin were observed.
Keywords : dimerization porphyrin diazoketones X-ray molecular structure S-H insertion
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Daniel Carrie, Thierry Roisnel, Gerard Simonneaux. Synthesis, crystal structure, catalytic dimerization and S-H insertion of new porphyrin diazoketones. Journal of Molecular Structure, Elsevier, 2018, 1165, pp.101-105. ⟨10.1016/j.molstruc.2018.03.108⟩. ⟨hal-01807081⟩

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