68218-30-4Relevant academic research and scientific papers
Design, synthesis, and properties of new derivatives of pentacene
Jiang, Jinyue,Kaafarani, Bilal R.,Neckers, Douglas C.
, p. 2155 - 2158 (2007/10/03)
Stable, soluble ethynylated derivatives of pentacene (9a-c) were synthesized, and the ethynyl moieties on the terminal rings were used to tune the electronic properties of these compounds. Their oxidation potentials are higher and their reduction potentia
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.
