A novel metal-free and metallophthalocyanines containing four 19-membered dithiadiazadioxa macrocycles by microwave irradiation: Synthesis and characterization

被引：24

作者：

Biyikhoglu, Zekeriya ^{[1
]}

Kantekin, Halit ^{[1
]}

机构：

[1] Karadeniz Tech Univ, Dept Chem, Fac Arts & Sci, TR-61080 Trabzon, Turkey

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2008年 / 693卷 / 03期

关键词：

phthalocyanine; dithiadiazamacrocycle; phthalonitrile; macrocyclization; tosylation;

D O I：

10.1016/j.jorganchem.2007.11.022

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The novel tetrasubstituted metal-free phthalocyanine (5) and metallophtalocyanines (6, 7 and 8) bearing four 19-membered dithiadiazadioxa macrocyclic moieties on peripheral positions have been synthesized by cyclotetramerization reaction of phthalonitrile derivative (4) in a multi-step reaction sequence. The new compounds were characterized by a combination of IR, H-1 NMR, C-13 NMR, UV-Vis, elemental analysis and MS spectral data. (C) 2007 Elsevier B.V. All rights reserved.

引用

页码：505 / 509

页数：5

共 25 条

[1] DICOPPER(II) CHLORO AND AZIDO INCLUSION COMPLEXES OF THE [24-ANE-N2S4] BINUCLEATING MACROCYCLE - SYNTHESIS, CRYSTAL AND MOLECULAR-STRUCTURES, AND SPECTRAL, MAGNETIC, AND ELECTROCHEMICAL PROPERTIES [J].

AGNUS, Y ;

LOUIS, R ;

GISSELBRECHT, JP ;

WEISS, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (01) :93-102

[2] Nanocap-shaped tin phthalocyanines:: Synthesis, characterization, and corrosion inhibition activity [J].

Beltrán, HI ;

Esquivel, R ;

Lozada-Cassou, M ;

Dominguez-Aguilar, MA ;

Sosa-Sánchez, A ;

Sosa-Sánchez, JL ;

Höpfl, H ;

Barba, V ;

Luna-García, R ;

Farfán, N ;

Zamudio-Rivera, LS .

CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (09) :2705-2715

[3] Microwave assisted stereoselective synthesis of Cis-substituted TinIV phthalocyanine dicarboxylates.: Application as corrosion inhibitors [J].

Beltrán, HI ;

Esquivel, R ;

Sosa-Sánchez, A ;

Sosa-Sánchez, JL ;

Hopfl, H ;

Barba, V ;

Farfán, N ;

García, MG ;

Olivares-Xometl, O ;

Zamudio-Rivera, LS .

INORGANIC CHEMISTRY, 2004, 43 (12) :3555-3557

[4] Microwave assisted synthesis and characterization of novel metal-free and metallophthalocyanines containing four pyridyl groups [J].

Biyiklioglu, Zekeriya ;

Kantekin, Halit .

TRANSITION METAL CHEMISTRY, 2007, 32 (07) :851-856

[5] Microwave-assisted synthesis and characterization of novel metal-free and metallophthalocyanines containing four 14-membered tetraaza macrocycles [J].

Biyiklioglu, Zekeriya ;

Kantekin, Halit ;

Oezil, Musa .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2007, 692 (12) :2436-2440

[6] Improvement in the synthesis of metallophthalocyanines using microwave irradiation [J].

Burczyk, A ;

Loupy, A ;

Bogdal, D ;

Petit, A .

TETRAHEDRON, 2005, 61 (01) :179-188

[7] CONDUCTING STACKED METALLOPHTHALOCYANINES AND RELATED-COMPOUNDS [J].

HANACK, M ;

LANG, M .

ADVANCED MATERIALS, 1994, 6 (11) :819-833

[8] Microwave synthesis of metal phthalocyanines under solvent-free conditions [J].

Jung, KS ;

Kwon, JH ;

Shon, SM ;

Ko, JP ;

Shin, JS ;

Park, SS .

JOURNAL OF MATERIALS SCIENCE, 2004, 39 (02) :723-726

[9]

Kahveci B, 2006, TURK J CHEM, V30, P681

[10] Synthesis and characterization of new polymeric phthalocyanines substituted with pyridine through methyleneoxy bridges by microwave irradiation [J].

Kantekin, Halit ;

Biyikhoglu, Zekeriya .

DYES AND PIGMENTS, 2008, 77 (02) :432-436

← 1 2 3 →