175883-82-6Relevant articles and documents
X-ray crystallographic analysis of a tailor-made bis(phthalocyaninato)- TbIII single-molecule magnet as a fundamental unit for supramolecular spintronic devices
Klyatskaya, Svetlana,Eichhoefer, Andreas,Wernsdorfer, Wolfgang
, p. 4179 - 4185,7 (2014)
The single-crystal X-ray diffraction analysis of the title compound, the pyrene-substituted unsymmetrical bis(phthalocyaninato)terbium(III) Single-Molecule Magnet (SMM) [Pc-Tb-Pc]0 (1) (Pc = dianion of phthalocyanine, P* = dianion of phthalocyanine decorated with six flexible hexyl chains and one 4-pyren-1yl-butoxy group), was carried out. Both phthalocyaninato ligands in 1 are distorted from planarity and, therefore, adopt a biconcave shape. Effective π-π interactions between the molecules lead to the formation of head-to-tail π dimers. These dimers are stacked in the crystal, forming adjacent, parallel columns, the axes of which are tilted by 30° with respect to the C4 axes of the macrocycles. Herein, we also report the synthesis and characterization of the new isostructural Dy (compound 2) and Ho (compound 3) analogues of 1. The structure of a [Pc-Tb-Pc] SMM was determined. A single-crystal X-ray diffraction analysis revealed an effective intermolecular π-π interaction leading to the formation of π dimers, which are stacked with neighboring dimers in parallel columns with an axis tilted by 30° with respect to the C4 axis of individual molecules. Isostructural Dy and Ho analogues were synthesized and characterized.
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.