Synthesis and characterization of novel metal-free and metallophthalocyanines peripherally fused to four 24-membered tetraoxatetraaza macrocycles

2001 ◽  
Vol 05 (04) ◽  
pp. 367-375 ◽  
Author(s):  
S. ZEKİ YILDIZ ◽  
HALTİ KANTEKİN ◽  
YAŞAR GÖK

New metal-free 5 and metallophthalocyanines 6-11( M = Cu , Ni , Co , Pb , Zn ) fused in peripheral positions with four 24-membered tetraoxatetraaza macrocycles were prepared by cyclotetramerization of 24,25-dicyano-4,10,13,17-tetra(toluene-p-sulfonyl)-1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18,19,20,21,22-didicontinehydrobenzo[y][3,9,12,18]tetraaza[1,7,16,22]tetraoxatetradicontine in the presence of the corresponding metal salt or a strong organic base. While the N-tosylated derivatives of the phthalocyanines are soluble in common organic solvents, the detosylated derivative of copper phthalocyaninate is soluble in water. The aggregation properties of the phthalocyanines were also investigated as a function of concentration, solvent and oxidative medium. The new compounds are characterized by a combination of elemental analysis and 1 H NMR, 13 C NMR, IR, UV-vis and MS spectral data.

1986 ◽  
Vol 64 (4) ◽  
pp. 751-759 ◽  
Author(s):  
Daniel Cozak ◽  
Abdelhakim Mardhy ◽  
André Morneau

The reaction of CpTi(CO)2 (1), Cp2TiCl (2), and Cp2TiCl2 (3) (Cp = η5-C5H5) with purine (PuH) and adenine (AdH) in organic solvents is described. The compound 1 reacts with both molecules in an oxidative fashion giving Cp2Ti(C5H3N4)(C5H4N4) (4) and (Cp2Ti)2(C5H3N5) (5) with concomitant liberation of molecular carbon monoxide and hydrogen (4:1) following a first order rate law in metal complex. The compound 2 forms an adduct compound Cp2TiCl(C5H4N4) (6) with PuH. Monosubstituted derivatives Cp2TiCl(C5H3N4) (7) and Cp2TiCl(C5H4N5) (8) are formed from the reaction of the deprotonated bases with 3. In addition to the usual elemental analysis, the characteristic ir, 1H nmr, epr, and ms results are given for the new compounds.


2001 ◽  
Vol 05 (10) ◽  
pp. 717-720 ◽  
Author(s):  
M. S. AǦIRTAŞ ◽  
Ö. BEKAROǦLU

The synthesis of new metal-free and zinc(II), cobalt(II) phthalocyanines substituted with four 4-(2-N'-cyanoethyl)aminoethylsulfanyl groups is described. The new compounds have been characterized by elemental analysis and IR, 1 H NMR and UV-vis spectroscopy.


2015 ◽  
Vol 21 (5) ◽  
pp. 269-272 ◽  
Author(s):  
Snehal A. Chavan ◽  
Avinash G. Ulhe ◽  
Baliram N. Berad

AbstractNew 4,7-bis(arylamino)-2-tetra-O-acetyl-β-d-glucopyranosylimino-1,3,5,6-dithiadiazepines were synthesized via reaction of N-tetra-O-acetyl-β-d-glucopyranosyl isocyanodichloride with 1,6-diaryl-2,5-dithio-bis-ureas without using any catalyst. Thus, the synthesis of 7-membered heterocycles containing two sulfur and two nitrogen atoms through carbon-sulfur bond formation was explored. The chemical structures of these new compounds were elucidated by IR, 1H NMR, 13C NMR, mass spectral, and elemental analyses.


2013 ◽  
Vol 17 (06n07) ◽  
pp. 473-479 ◽  
Author(s):  
Fatma Akkuş ◽  
Nilgün Kabay ◽  
Yaşar Gök

The synthesis and characterization of novel metal-free and metallophthalocyanines, fused symmetrically in non-peripheral positions with four octaoxamacrocycle has been synthesized by cyclotetramerization of the 2,5,8,11,14,20,23,26,29,32-decaoxatricyclo [31.2.2.115,19]octatriconta-1(36),15,17,19(38),33(37),34-hexaene-34,35-dicarbonitrile (5) which was prepared by the reaction of 3,6-bis[2-(2-{2-[2-(toluene-4-sulphonyl)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-phthalonitrile (3) and 1,3-dihydroxybenzene (4). The novel compounds were characterized by using elemental analysis, 1 H , 13 C NMR, IR, UV-vis and MS spectral data.


2002 ◽  
Vol 06 (07) ◽  
pp. 489-493 ◽  
Author(s):  
Gülay Gümüş ◽  
Vefa Ahsen

Metal-free- and metallophthalocyanines ( M = Ni , Zn and Co ) carrying four di-n-hexylamino and four chloro groups in peripheral positions have been synthesized from the corresponding dichlorophthalonitrile derivative in the presence of the anhydrous metal salts [ NiCl 2, Zn ( O 2 CMe )2, CoCl 2] or a strong organic base. The new compounds have been characterized by elemental analyses, IR, NMR and electronic spectroscopy and mass spectra.


2013 ◽  
Vol 781-784 ◽  
pp. 1003-1006
Author(s):  
He Ping Yan ◽  
Gui Ping Ouyang

Four compounds of 7-(3- (substituted-phenoxy) propoxy) quinazoline compounds, including 7-(3-(2,4-dichlorophenoxy) propoxy)-N-(3-chlorophenyl)-6-methoxyquinazolin-4-amine, 7-(3-(2-chlo-rophenoxy) propoxy)-N-(3-chlorophenyl)-6-methoxyquinazolin-4-amine, 7-(3-(4-chlorophenoxy) prop-oxy)-N-(3-chlorophenyl)-6-methoxyquinazolin-4-amine, 7-(3-(naphthalen-3-yloxy) propoxy)-N-(3-chl-orophenyl)-6-methoxyquinazolin-4-amine, were synthesized fromN-(5-(3-chloropropoxy)-2-cyano-4-methoxyphen-yl)-N, N-dimethylformamidine by cyclization,etheration, in the yield of 45.9%50.6%56.34% and 80.6% respectively. Their structures were characterized by IR,1H NMR,13C NMR, MS and elemental analysis.


2011 ◽  
Vol 277 ◽  
pp. 112-119 ◽  
Author(s):  
Mochamad Chalid

As diols, N,N'-1,2-ethanediylbis-(4-hydroxy-pentanamide) (1) and 4-hydroxy-N-(2-hydroxyethyl)-pentanamide (2)) are versatile precursors for the manufacture of bio-polymers. Polymer design, by exploiting the variation in structure of both diol and di-isocyanate monomers, such as backbone structure and presence of functional groups, appears to be a promising biopolymer engineering pathway to synthesize polyurethanes. Both diols (1) and (2) were then polymerized by reaction with aliphatic and aromatic di-isocyanates at 140 °C in (N,N-dimethylacetamide (DMA) solvents using triethylamine (TEA) catalysts, to obtain novel polyurethanes. The products were characterized by FTIR, 1H-NMR, 13C-NMR, and Elemental Analysis. This working has created a new chance to synthesis bio-polyurethanes based on levulinic acid, as one of biomass compounds


1993 ◽  
Vol 48 (1) ◽  
pp. 85-89 ◽  
Author(s):  
Lin Yang ◽  
Peter G. Jones ◽  
Reinhard Schmutzler

The reaction of 8 -trimethylsiloxyquinoline, 2 with PCl3, PhPCl2, and PhPF2 has furnished the corresponding 8 -quinolyl halophosphite derivatives, 3-5 . The synthesis of two metal complexes, 8 and 9, of 4 with Au(I) and Pt(II) is described. The new compounds were characterized by elemental analysis and by 1H and 31P NMR spectroscopy. A single crystal X-ray diffraction study of 4 has been conducted; a short intramolecular P ··· N contact (230.9 pm) and a long P-Cl bond (218.7 pm) were observed.


2005 ◽  
Vol 2005 (1) ◽  
pp. 43-45 ◽  
Author(s):  
Minati Baral ◽  
B.K. Kanungo ◽  
Peter Moore

Some novel organic compounds of the type: cis, cis-1,3,5-tris(X)cyclohexane, where X= –CONH(CH2)2NH2, –CONH(CH2)3NH2, –CONH(CH2)2NCH –C6H4OH, CONH(CH2)3NCHC6H4OH, which are expected to function as potential polydentate chelators have been synthesised from 1,3,5-benzenetricarboxylic acid through multi-steps reactions. 1,3,5-benzenetricarboxylic acid was reduced to cis, cis-1,3,5-tris(ethylcarboxylate)cyclohexane, which on reaction with excess of 1,2-diaminoethane and 1,2-diaminopropane afforded two new compounds. Condensation of the obtained derivatives with three equivalents of salicylaldehyde resulted the formation of two new Schiff base compounds. All the compounds were characterised by a combination of elemental analysis, mass, IR, UV-Vis, 1H NMR and 13C NMR spectroscopy.


2014 ◽  
Vol 18 (03) ◽  
pp. 188-199 ◽  
Author(s):  
Áron Roxin ◽  
Thomas D. MacDonald ◽  
Gang Zheng

Here we show the facile synthesis of 132-173-bacteriochlorophyllone a (12), with a distinct seven-membered exocyclic F-ring formed by 132-173-cyclization of bacteriopheophorbide a(16). This is the latest reported bacteriochlorin with such an exocyclic F-ring since 1975 (132-173 cyclobacteriopheophorbide a-enol, 11), and is an analog of previously described natural exocyclic F-ring-containing porphyrins (1–4) and chlorins (5–10). The structure of 12 was confirmed using a combination of 1D 1 H NMR, 2D COSY 1 H NMR, Jmod 13 C NMR and HRMS analysis. The biological activity of 12 was explored, and we found that this compound does not possess strong antioxidant activity like its natural product counterparts, but is a capable photosensitizer for photodynamic therapy.


Sign in / Sign up

Export Citation Format

Share Document