caa a22 4500 475843401 CHVBK 20180406123907.0 cr unu---uuuuu 170329e20000401xx s 000 0 eng 10.1023/A:1027271124759 doi (NATIONALLICENCE)springer-10.1023/A:1027271124759 2-azaallylic rearrangement in homogeneous systems [Elektronische Daten] [Agnieszka Rogman, Roman Gancarz, Beata Domagalska, Kazimiera Wilk] In this work we present mechanism of the base-catalyzed 2-azaallylic rearrangement in homogeneous media. Detailed 2-azaallylic rearrangement studies have shown that tautomerism of derivatives of benzylidenebenzhydrylamines and N-fluorenylidenebenzylamines is not adequately encomposed by the Hammet equation and the equilibrium constant in the case of studied derivatives depends on the electronic as well as steric factors of the azaallylic system substituents. The presence of steric interactions which influence the equilibrium state has been additionally confirmed by means of crystallographic and molecular mechanics data as well as NOE studies. Kluwer Academic Publishers, 2000 base-catalyzed 2-azaallylic rearrangement nationallicence fluorenylidene imines nationallicence benzhydrylidene imines nationallicence Rogman Agnieszka Institute of Organic Chemistry, Biochemistry and Biotechnology, Wrocław University of Technology, Wyb. Wyspiańskiego 27, 50-370, Wrocław, Poland aut Gancarz Roman Institute of Organic Chemistry, Biochemistry and Biotechnology, Wrocław University of Technology, Wyb. Wyspiańskiego 27, 50-370, Wrocław, Poland aut Domagalska Beata Instittute of Organic and Polymer Technology, Wrocław University of Technology, Wyb. Wyspiańskiego 27, 50-370, Wrocław, Poland aut Wilk Kazimiera Instittute of Organic and Polymer Technology, Wrocław University of Technology, Wyb. Wyspiańskiego 27, 50-370, Wrocław, Poland aut Topics in Catalysis Kluwer Academic Publishers-Plenum Publishers 11-12/1-4(2000-04-01), 451-460 1022-5528 11-12:1-4<451 2000 11-12 11244 https://doi.org/10.1023/A:1027271124759 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1023/A:1027271124759 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Rogman Agnieszka Institute of Organic Chemistry, Biochemistry and Biotechnology, Wrocław University of Technology, Wyb. Wyspiańskiego 27, 50-370, Wrocław, Poland aut NATIONALLICENCE 700 1- Gancarz Roman Institute of Organic Chemistry, Biochemistry and Biotechnology, Wrocław University of Technology, Wyb. Wyspiańskiego 27, 50-370, Wrocław, Poland aut NATIONALLICENCE 700 1- Domagalska Beata Instittute of Organic and Polymer Technology, Wrocław University of Technology, Wyb. Wyspiańskiego 27, 50-370, Wrocław, Poland aut NATIONALLICENCE 700 1- Wilk Kazimiera Instittute of Organic and Polymer Technology, Wrocław University of Technology, Wyb. Wyspiańskiego 27, 50-370, Wrocław, Poland aut NATIONALLICENCE 773 0- Topics in Catalysis Kluwer Academic Publishers-Plenum Publishers 11-12/1-4(2000-04-01), 451-460 1022-5528 11-12:1-4<451 2000 11-12 11244 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer