74889-29-5Relevant articles and documents
Products from N-Substituted Pyrroles and Trifluoroacetic Anhydride: Ratios and Conformations of Isomers
Chadwick, Derek J.,Meakins, G. Denis,Rhodes, Caroline A.
, p. 878 - 886 (2007/10/02)
A series of N-substituted pyrroles has been treated with trifluoroacetic anhydride.Small alkyl groups or aryl groups (as the N-substituents) lead exclusively, or almost exclusively, to the 2-trifluoroacetyl derivatives, bulky groups (notably 1-adamantyl) to the 3-derivatives, and those of intermediate size (such as i-propyl) to mixtures of isomers.N-Substituted 3-trifluoroacetylpyrroles exist in solution as mixtures of rotational isomers whereas the 2-isomers adopt a preferred conformation in which the nitrogen and oxygen atoms are in the syn orientation.