Large Stereoelectronic Effect in 1,3-Dehydrohalogenation to form a 1 ,S-Dipole ... Anthony F. Hegarty" and Maria Mullane Chemistry Department, University College, Belfield, Dublin 4, Ireland ... The E-hydroximidoyl chloride (5), prepared on photoisomerisation of (1) to (2) and by subsequent hydrolysis, is shown to lose HCI to give benzonitrile oxide 6 x lo7 fold slower than the Z-isomer (3). ... 1,3-Elimination from reactive halides in the presence of a base ...
[Kelly, David R.; Baker, Simon C.; King, David S.; Silva, Deepa S. de; Lord, Gwyn; Taylor, Jason P. Organic and Biomolecular Chemistry, 2008 , vol. 6, # 6 p. 787 - 796]
