175883-98-4Relevant articles and documents
Facile Synthesis, Triplet-State Properties, and Electrochemistry of Hexaiodo-Subphthalocyanine
Ob?oza, Magdalena,?apok, ?ukasz,Solarski, J?drzej,P?dziński, Tomasz,Nowakowska, Maria
, p. 17080 - 17090 (2018/11/01)
In view of the ever-growing demand for efficient triplet photosensitizers and photoactive components of various optoelectronic devices, we herein report the synthesis and properties of hexaiodo-subphthalocyanines (I6SubPcs). The improved five-s
Dicyanobenzene and dicyanopyrazine derived X-shaped charge-transfer chromophores: Comparative and structure-property relationship study
Dokladalova,Bures,Kuznik,Kityk,Wojciechowski,Mikysek,Almonasy,Ramaiyan,Padelkova,Kulhanek,Ludwig
, p. 5517 - 5527 (2014/07/21)
A series of novel X-shaped push-pull compounds based on benzene-1,2-dicarbonitrile has been designed, synthesized and further investigated by X-ray analysis, electrochemistry, absorption and emission spectra, SHG experiment and quantum-chemical calculations. The obtained data were compared with those for isolobal 5,6-disubstituted pyrazine-2,3- dicarbonitriles. Structure-property relationships were elucidated. The extension, composition and planarization of the π-linker used as well as the electron-withdrawing ability of both dicyano-substituted acceptor units affect the linear and nonlinear properties of the target charge-transfer chromophores most significantly. This journal is the Partner Organisations 2014.
Vibrational spectra of halophthalonitriles
Halls, Mathew D.,Aroca, Ricardo,Terekhov, Dmitri S.,D'Ascanio, Anna,Leznoff, Clifford C.
, p. 305 - 317 (2007/10/03)
The fundamental vibrational modes of a series of six halophthalonitriles have been studied using Raman and infrared spectroscopy. The vibrational assignment of experimental wave numbers obtained from solid samples was aided using quantum chemical computations. Semi-empirical methods and the local SVWN functional were used to obtain vibrational wave numbers and atomic displacement representations of the fundamental molecular vibrations. The study of a series of molecules with similar structure permits the identification of characteristic wave numbers and the effect of the halosubstitution in the molecular structure.
Synthesis of 2,3,9,10,16,17,23,24-octaalkynylphthalocyanines and the effects of concentration and temperature on their 1H NMR spectra
Terekhov, Dmitri S.,Nolan, Kieran J. M.,McArthur, Colin R.,Leznoff, Clifford C.
, p. 3034 - 3040 (2007/10/03)
The syntheses of 3,4- and 4,5-diiodophthalonitriles are described. Coupling of the latter compound with Pd(PPh3)2Cl2 and 1-octyne, 1-heptyne, 1-hexyne, 1-pentyne, and 3,3-dimethyl-1-butyne gave a series of 4,5-dialkynylphthalonitriles. Hydrogenation of 4,5-bis(1-pentynyl)phthalonitrile and 4,5-bis(3,3-dimethyl-1-butynyl)phthalonitrile gave 4,5-dipentylphthalonitrile and 4,5-bis(3,3-dimethylbutyl)phthalonitriles. Condensation of the dialkynylphthalonitriles with lithium 1-pentoxide in 1-pentanol gave 2,3,9,10,16,17,23,24-octaalkynylphthalocyanines, while intervention of the intermediate dilithium phthalocyanines with zinc acetate gave the related zinc(II) phthalocyanines. 1H NMR spectroscopy of these octaalkynylphthalocyanines exhibited large chemical shifts (1-2 ppm) of the internal and aromatic protons at concentrations ranging from 10-2 to 10-5 M and at temperatures from 27 to 147°C. The effects of aggregation phenomena are discussed. The importance of reporting concentration and temperature values for NMR spectra of phthalocyanines is stressed.
