66399-79-9Relevant academic research and scientific papers
Substituted dipyrromethanes and their preparation
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, (2008/06/13)
New chemical compounds, bis(pyrrol-2-yl)halocarbylmethanes, also known as meso-halocarbyl dipyrromethanes, are made by recting pyrrole in either of two reaction schemes. Once such scheme converts pyrrole through an intermediate, a halocarbyl carbonyl pyrrole, to a 2-(1-hydroxyl-1-hydro-1-halocarbyl)pyrrole!, and then converts the latter to the desired halocarbyldipyrromethane; the last step in this scheme is a novel and useful method in itself. The other such sequence converts pyrrole, by reaction with a halocarbyl aldehyde, directly to the desired halocarbyl dipyrromethane.
Acid-Catalyzed Hydrolyses of Acylpyrroles and Acylindoles. Noninvolvement of Protonated Substrates
Cipiciany, Antonio,Linda, Paolo,Savelli, Gianfranco,Bunton, Clifford A.
, p. 4874 - 4879 (2007/10/02)
The acid hydrolyses of N-(trifluoroacetyl)pyrrole, -indole, and -tetrahydrocarbazole and of N-acetylindole exhibit rate maxima in H2SO4 (20-40 wt percent, -H0 = 1-2.5) that are not due to exstensive substrate protonation.The reactions have very large ω and φ values, suggesting that there is a large difference in hydration of the initial and transition states.N-(Trifluoroacetyl)pyrrole is hydrated in water, and this evidence and that of hydrogen solvent isotope and salt and acid effects show that acid-catalyzed brekdown of a gem-diol is rate limiting.Rate maxima in acid hydrolyses of other weakly basic substrates can be explained in these terms.
