A DFT Study on the Nucleophilic Substitution of NO2-Group in 2-Nitrophthalocyanines

Alexander Yu. Tolbin,^a and Larisa G. Tomilova^a,b@

^aInstitute of Physiologically Active Compounds RAS, 142432 Chernogolovka, Russia

^bChemistry Department, Moscow State University, 119991 Moscow, Russia

^@Corresponding author E-mail: tom@org.chem.msu.ru

DOI: 10.6060/mhc2011.1.08

The reaction of NO₂-group nucleophilic substitution in mononitrophthalocyanines has been studied using quantumchemical calculations (DFT//PBE/TZ2P). The reaction is shown to proceed through the ipso-complex formation due to negligible energetic barrier (0.2 kcal/mol) of the transition state on the 2-σ–-complex → products route.

Keywords: Phthalocyanine, nucleophilic substitution, ipso-complex, DFT.

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