19467-24-4Relevant articles and documents
Synthesis of cyclic bifunctional organomagnesium compounds. X-ray crystal structures of tetrameric organomagnesium clusters
Tinga, Marcus A. G. M.,Schat, Gerrit,Akkerman, Otto S.,Bickelhaupt, Friedrich,Horn, Ernst,Kooijman, Huub,Smeets, Wilberth J. J.,Spek, Anthony L.
, p. 2808 - 2817 (1993)
Three cyclic bifunctional organomagnesium compounds were prepared by three different routes. Reaction of 1,8-dibromo- or 1,8-diiodonaphthalene with metallic magnesium gave the corresponding di-Grignard reagents 3, from which the halide-free 1,8-naphthalen
Thermal rearrangement, XXV: The automerization of benzene as a radical-initiated reaction
Zimmermann, Gerhard,Nuechter, Matthias,Hopf, Henning,Ibrom, Kerstin,Ernst, Ludger
, p. 1407 - 1411 (2007/10/03)
The thermal isomerization of [1,4-D2]-(3a) and [1,2-13C2]benzene (1a) has been studied in excess hydrogen at 750-850°C with contact time less than 1.2 s and very low partial pressure in a quartz flow system. In both cases, the main isomerization products are the corresponding meta isomers. The data suggest a radical intramolecular interchange of the benzene carbon atoms by 1,2-C shifts. The multistep reaction cascade is initiated by H addition to the benzene ring followed by transannular homoallyl rearrangements involving the intermediate formation of bicyclo[3.1.0]hexenyl and cyclopentadienylmethyl radicals. This pathway constitutes a side reaction competing with the direct stabilization of the cyclohexadienyl radicals formed preferentially at high temperature. VCH Verlagsgesellschaft mbH, 1996.
