96385-50-1Relevant articles and documents
Water-induced fluorescence quenching of mono- and dicyanoanilines
Oshima, Juro,Yoshihara, Toshitada,Tobita, Seiji
, p. 306 - 311 (2008/02/13)
Photophysical properties of monocyano- (2-, 3-, and 4-cyano) and dicyano- (3,4-, 3,5-, 2,3-, 2,4-, 2,5-, and 2,6-dicyano) anilines are investigated by fluorescence measurements. All the monocyanoanilines are virtually nonfluorescent in water (quantum yield 0.01); however, in nonaqueous solvents (cyclohexane, acetonitrile and ethanol), the fluorescence quantum yield is enhanced substantially. In contrast, dicyanoanilines investigated are highly fluorescent both in aqueous and nonaqueous environments. The photophysical data and MO calculations suggest that conformational changes in the amino group and variation of hydrogen-bonding interactions between the solute and solvent water upon electronic excitation are responsible for the water quenching in the monocyanoanilines.
Synthesis of 3-Nitrophthalonitrile and Tetra-α-substituted
George, Robert D.,Snow, Arthur W.
, p. 495 - 498 (2007/10/02)
An efficient synthesis of phthalocyanines prepared from ortho-substituted phthalonitriles is described.The precursor to these phthalocyanines, 3-nitrophthalonitrile, is a key reagent for syntheses of phthalonitriles substituted at the 3-position by means of nucleophilic aromatic substitutions.An example of this type of phthalocyanine, prepared from 3-(4-cumylphenoxy)phthalonitrile, is compared with the phthalocyanine derived from 4-(4-cumylphenoxy)phthalonitrile.Substitution of the phthalocyanine at this more sterically crowded site causes a 20 nm bathochromic shift of the Q-band (?-?* transition).