Title of article :
Synthesis of mixed N,N′-(Ar,Ar′-diaryl)iminoisoindolines for applications in palladacycle formations
Author/Authors :
Chitanda، نويسنده , , Jackson M. and Wu، نويسنده , , Shih-Chang and Wilson Quail، نويسنده , , J. and Foley، نويسنده , , Stephen R.، نويسنده ,
Issue Information :
روزنامه با شماره پیاپی سال 2011
Abstract :
The synthesis of N,N′-(Ar,Ar′-diaryl)iminoisoindolines containing different aryl groups bound to the two nitrogen atoms is described. The iminoisoindolines were obtained by a three component, one-pot reaction of phthalaldehyde with 1 equivalent p-NO2-aniline and 1 equivalent p-R-aniline, where R = H, Me, MeO or iPr, resulting in formation of non-symmetrically substituted (mixed) iminoisoindolines, 1-p-nitrophenylimino-2-p-R-phenylisoindoline (R = H (1), Me (2), MeO (3), and iPr (4)), as analytically pure precipitates requiring no further purification. Only one isomer precipitates from solution wherein the nitro group resides exclusively at the imine position while the more electron donating substituent ends up on the isoindoline ring position. Further reaction with Pd(OAc)2 in dichloromethane at room temperature results in formation of six-membered [C,N] dinuclear cyclopalladated complexes with the general formula [(Ar,Ar′-diaryliminoisoindoline)Pd{μ-OAc}]2.
Keywords :
Isoindolinone , Palladacycle , Diimine , Iminoisoindoline
Journal title :
INORGANICA CHIMICA ACTA
Journal title :
INORGANICA CHIMICA ACTA