(Springer and Business Media, Inc., 2015) Shtamburg, V. G.; Kostyanovsky, R. G.; Tsygankov, A. V.; Shtamburg, V. V.; Shishkin, O. V.; Zubatyuk, R. I.; Mazepa, A. V.; Kravchenko, S. V.
Molecular and crystal structures of N-alkoxy-N-chloroureas and N,N-dialkoxyureas were studied together with those of N-alkoxyureas as reference compounds. N-Alkoxy-N-chloroureas were found to have an elongated N—Cl bond and a shortened N—O(Alk) bond due to the nO(Alk)*N—Cl anomeric effect. Alcoholysis of N-alkoxy-N-chloro derivatives of urea, N´-arylureas, and carbamates in the presence of silver trifluoroacetate leads to sterically hindered N,N-dialkoxyureas, N,N-dialkoxy-N´-arylureas, and N,N-dialkoxycarbamates, respectively.
