The reaction between tris(N-piperidinyl)benzene and 4-methoxybenzenediazonium tetrafluoroborate afforded a Wheland intermediate (W) that was isolated and crystallized at low temperature. This permitted to obtain, for the first time, the X-ray structure analysis of a s- complex in the diazo coupling reaction. In solution, W slowly evolves to the rearomatized product PH+ (as salt). The single crystal X-ray diffraction determination of the neutral azo compound P is also reported.
C. BOGA, E. DEL VECCHIO, S. TOZZI, L. FORLANI, M. MONARI, G. MICHELETTI, et al. (2014). First isolation of a Wheland intermediate in the azo-coupling reaction, its X-ray crystal structure determination and products from its evolution. ARKIVOC, 2014(iv), 51-66 [10.3998/ark.5550190.p008.311].
First isolation of a Wheland intermediate in the azo-coupling reaction, its X-ray crystal structure determination and products from its evolution
BOGA, CARLA;DEL VECCHIO, ERMINIA;TOZZI, SILVIA;FORLANI, LUCIANO;MONARI, MAGDA;MICHELETTI, GABRIELE;ZANNA, NICOLA
2014
Abstract
The reaction between tris(N-piperidinyl)benzene and 4-methoxybenzenediazonium tetrafluoroborate afforded a Wheland intermediate (W) that was isolated and crystallized at low temperature. This permitted to obtain, for the first time, the X-ray structure analysis of a s- complex in the diazo coupling reaction. In solution, W slowly evolves to the rearomatized product PH+ (as salt). The single crystal X-ray diffraction determination of the neutral azo compound P is also reported.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
