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.

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.
ARKIVOC
C. BOGA; E. DEL VECCHIO; S. TOZZI; L. FORLANI; M. MONARI; G. MICHELETTI; N. ZANNA
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11585/222694
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