Synthesis and properties of copper(II) phthalocyanines with monoazacrown and crown ethers as peripheral substituents

Citation
M. Kandaz et O. Bekaroglu, Synthesis and properties of copper(II) phthalocyanines with monoazacrown and crown ethers as peripheral substituents, J PORPHYR P, 3(5), 1999, pp. 339-345
Citations number
30
Categorie Soggetti
Chemistry
Journal title
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES
ISSN journal
10884246 → ACNP
Volume
3
Issue
5
Year of publication
1999
Pages
339 - 345
Database
ISI
SICI code
1088-4246(199906)3:5<339:SAPOCP>2.0.ZU;2-8
Abstract
Soluble and less soluble phthalocyaninatocopper(II) derivatives (4a and 4b) were prepared from the corresponding 7-[(4'-benzo-15-crown-5)oyl]-15, 16-d ibromo-2,3,6,7,8,9,11,12-octahydro-5H-benzo[e]-12-octahydro-5H-benzo[e]-[1, 4,10,13,7] tetraoxaazacyclopentadecine (3a) and 7-(2'-tosylaminoethyl)-15, 16-dibromo-2,3,6,7,8,9,11,12-octahydro-5H-benzo[e]-[1,4,10,13,7] tetraoxaaz acyclopentadecine (3b) and CuCN in pyridine. A less soluble novel multifunc tionalized scorpiand macrocycle-substituted phthalocyanine (4c) in which an NH2CH2CH2- chain is appended to a monoazacrown ether ring was obtained by detosylation of 4b with concentrated sulfuric acid. Copyright (C) 1999 John Wiley & Sons, Ltd.