874299-83-9Relevant academic research and scientific papers
Activation of aldehydic carbon-hydrogen bonds under aerobic conditions by masked rhodium(III) porphyrin cation
Chan, Kin Shing,Lau, Cheuk Man,Yeung, Siu Kwan,Lai, Tsz Ho
, p. 1981 - 1985 (2007)
RhIII(ttp)CH2CH2OH activated the aldehydic carbon-hydrogen bonds of functionalized aryl and enolizable aldehydes to give high yields of Rh(ttp)COR at 50 °C under both anaerobic and aerobic conditions. The Rh(ttp)(C2H4)OH intermediate was proposed to form via β-hydroxy elimination. The reactions exhibited rate and yield enhancement upon the addition of Ph3P, suggesting ligand-promoted β-elimination. The nonlinear free energy relationship of the Hammett plot suggested a multistepwise reaction with the rate-determining step (binding or activation) dependent on the electronic effect of para substituents of aryl aldehydes.
