scholarly journals Substituted tetra-2,3-pyrazinoporphyrazines. Part I. Angular annelation of tetra-2,3-quinoxalinoporphyrazine

1996 ◽  
Vol 74 (4) ◽  
pp. 508-515 ◽  
Author(s):  
Svetlana V. Kudrevich ◽  
Johan E. Van Lier ◽  
Maria G. Galpern ◽  
Evgeny A. Luk'yanets
Keyword(s):  
Spectral Properties ◽  
Metal Salt ◽  
Metal Salts ◽  
Gel Chromatography ◽  
Hypsochromic Shift ◽  
Tert Butyl ◽  
Butyl Amine ◽  
Silica Gel Chromatography ◽  
Derivatives Of ◽  
Aggregation Phenomenon

Several derivatives of 2,3-dicyanopyrazine were prepared via the condensation of o-quinones with diaminomaleodinitrile. Benzo[f]quinoxaline-2,3-dinitrile was obtained from 1,2-naphthoquinone, and a series of isomeric, di-tert-butyl substituted 5,6-(9,10-phenanthro)-2,3-dicyanopyrazines were prepared from the corresponding di-tert-butyl-9,10-phenanthrenequinones. Complexation of benzo[f]quinoxaline-2,3-dinitrile, and unsubstituted 5,6-(9,10-phenanthro)-2,3-dicyanopyrazine, with an appropriate metal salt yielded metal complexes of tetra-2,3-(benzo[f]quinoxalino)porphyrazine and tetra-2,3-[5,6-(9,10-phenanthro)]porphyrazine, respectively. Metal-free tetra-2,3-[5,6-(9,10-phenanthro)porphyrazine was obtained from the dilithium derivative by demetallation in HCl. These compounds have limited solubility in organic solvents, such as quinoline, and are aggregated in solutions. To eliminate the aggregation phenomenon and to determine the spectral properties of angularly annelated naphthalocyanine aza analogs, we prepared several isomeric tetra-2,3-[5,6-(di-tert-butyl-9,10-phenanthro)pyrazino]porphyrazines. These octa(tert-butyl) substituted complexes were synthesized via complexation of di-tert-butyl substituted 5,6-(9,10-phenanthro)-2,3-dicyanopyrazines with metal salts in the presence of urea, quinoline, and tri(n-butyl)amine, and purified by silica gel chromatography. They are soluble in chloroform and substantially monomerized in solutions. A hypsochromic shift of the Q-band of octaaza naphthalocyanines versus their carbocyclic analogs was observed for all aza analogs, with the extent of the shift depending on the composition of the aromatic macrocycle. Thus, the first angularly annelated benzo ring addition causes a hypsochromic shift (∼25 nm) of the Q-band of tetra-2,3-quinoxalinoporphyrazine, whereas addition of a second condensed benzo ring has little effect. Key words: phthalocyanine, aza analog, tetra-2,3-quinoxalinoporphyrazine, angular annelation.

Multi-alkylated Polynuclear Aromatic Hydrocarbons of Tobacco Smoke: Separation and Identification

1978 ◽  
Vol 9 (4) ◽  
Author(s):  
M. E. Snook ◽  
R. F. Severson ◽  
R. F. Arrendale ◽  
H. C. Higman ◽  
O. T. Chortyk
Keyword(s):  
Liquid Chromatography ◽  
Cigarette Smoke ◽  
Aromatic Hydrocarbons ◽  
Ultra Violet ◽  
Polynuclear Aromatic Hydrocarbons ◽  
Gel Chromatography ◽  
Cigarette Smoke Condensate ◽  
Gas And Liquid Chromatography ◽  
Silicic Acid Chromatography ◽  
Derivatives Of

AbstractThe methyl, multi-methyl, and ethyl derivatives of the polynuclear aromatic hydrocarbons (PAH) of cigarette smoke condensate (CSC) were isolated from the neutrals by silicic acid chromatography, solvent partitioning and gel chromatography. The procedure yielded a relatively pure PAH isolate amenable to further identifications. The multi-alkylated PAH were concentrated in the early gel fractions with parent and higher ring PAH found in subsequent gel fractions. It was shown that CSC is very rich in alkylated PAH, and their successful identification required extensive use of gas and liquid chromatography and ultra-violet and GC - mass spectrometric techniques. High-pressure liquid chromatography (HPLC) separated individual isomers of the alkylated PAH in complex GC peaks. PAH from indene to pentamethylchrysene were found. This report concludes our identification studies on the PAH of CSC and complements our two previous reports in this journal. Collectively, our studies have identified approximately 1000 PAH of cigarette smoke condensate and have led to the development of methods for the routine quantitation of PAH in smalI quantities of cigarette smoke condensate.

Poly(methyl-phenylsilylene) Derivatives as Photoconductors

1993 ◽  
Vol 58 (10) ◽  
pp. 2337-2348 ◽  
Author(s):  
Ivan Kmínek ◽  
Stanislav Nešpůrek ◽  
Eduard Brynda ◽  
Jiří Pfleger ◽  
Věra Cimrová ◽  
...  
Keyword(s):  
Spectral Properties ◽  
Long Wavelength ◽  
Langmuir Blodgett ◽  
Ultrathin Layers ◽  
Polar Derivatives ◽  
Derivatives Of

The attachment of long wavelength absorbing π-conjugated chromophores to poly(methyl-phenylsilylene) (PMPSi) via reactions of its formylated derivative is described. Some of the obtained polymers exhibit improved photostability in comparison with the parent polymer. Their spectral properties and photoconductivity are discussed. Ultrathin layers and multilayers were prepared from polar derivatives of PMPSi by the Langmuir-Blodgett technique and their photoconductive behaviour was studied.

scholarly journals Synthesis of New Derivatives of BEDT-TTF: Installation of Alkyl, Ethynyl, and Metal-Binding Side Chains and Formation of Tris(BEDT-TTF) Systems

2021 ◽  
Vol 7 (8) ◽  
pp. 110
Author(s):  
Songjie Yang ◽  
Matteo Zecchini ◽  
Andrew Brooks ◽  
Sara Krivickas ◽  
Desiree Dalligos ◽  
...  
Keyword(s):  
Metal Binding ◽  
Tricarboxylic Acid ◽  
Metal Salts ◽  
Side Chain ◽  
Side Chains ◽  
Ethynyl Group ◽  
X Ray ◽  
Transition Metal Salts ◽  
Alkyl Side Chains ◽  
Derivatives Of

The syntheses of new BEDT-TTF derivatives are described. These comprise BEDT-TTF with one ethynyl group (HC≡C-), with two (n-heptyl) or four (n-butyl) alkyl side chains, with two trans acetal (-CH(OMe)2) groups, with two trans aminomethyl (-CH2NH2) groups, and with an iminodiacetate (-CH2N(CH2CO2−)2 side chain. Three transition metal salts have been prepared from the latter donor, and their magnetic properties are reported. Three tris-donor systems are reported bearing three BEDT-TTF derivatives with ester links to a core derived from benzene-1,3,5-tricarboxylic acid. The stereochemistry and molecular structure of the donors are discussed. X-ray crystal structures of two BEDT-TTF donors are reported: one with two CH(OMe)2 groups and with one a -CH2N(CH2CO2Me)2 side chain.

Anion complexation by amido derivatives of p-tert-butyl calix[4]arene

2007 ◽  
Vol 60 (1-2) ◽  
pp. 193-196 ◽  
Author(s):  
Abdelwaheb Hamdi ◽  
Rym Abidi ◽  
Jacques Vicens
Keyword(s):  
Tert Butyl ◽  
Anion Complexation ◽  
Derivatives Of

Synthesis of phosphorus derivatives of 2,6-Di-tert-butyl-4-methylphenol

2006 ◽  
Vol 76 (11) ◽  
pp. 1753-1756 ◽  
Author(s):  
A. A. Prishchenko ◽  
M. V. Livantsov ◽  
O. P. Novikova ◽  
L. I. Livantsova ◽  
D. B. Shpakovskii ◽  
...  
Keyword(s):  
Tert Butyl ◽  
Derivatives Of

Thermochemical properties of tert-butyl and cumyl derivatives of peroxide compounds

2013 ◽  
Vol 87 (8) ◽  
pp. 1253-1258
Author(s):  
Yu. P. Pavlovskii ◽  
N. S. Kachurina ◽  
S. I. Gerasimchuk ◽  
Yu. Ya. Van-Chin-Syan
Keyword(s):  
Thermochemical Properties ◽  
Tert Butyl ◽  
Derivatives Of

Bis(ether) derivatives of tetrakis(2-hydroxyphenyl)ethene — Direct synthesis of (E)- and (Z)-bis(2-hydroxyphenyl)-bis(2-methoxyphenyl)ethene via the McMurry olefination reaction

2006 ◽  
Vol 84 (10) ◽  
pp. 1250-1253 ◽  
Author(s):  
Mee-Kyung Chung ◽  
Paul Fancy ◽  
Jeffrey M Stryker
Keyword(s):  
Supramolecular Chemistry ◽  
Direct Synthesis ◽  
Protecting Groups ◽  
Tert Butyl ◽  
Orthogonal Protection ◽  
Protection Strategies ◽  
Titanium Trichloride ◽  
Sterically Hindered ◽  
Derivatives Of

The direct synthesis of sterically hindered, partially etherified derivatives of tetrakis(2-hydroxyphenyl)ethene is reported by using the McMurry reductive olefination reaction on a range of differentially substituted 2,2′-dialkoxy benzophenone substrates. Three orthogonal protection strategies are demonstrated, incorporating β-silylethyl, 3-butenyl, and tert-butyl protecting groups, respectively, into the starting benzophenones. The latter proved most efficient, with both the McMurry coupling and deprotection steps occurring concomitantly under the McMurry conditions to directly yield the desired bis(2-hydroxyphenyl)-bis(2-methoxyphenyl)ethene as a 1:1 mixture of E- and Z-diastereoisomers.Key words: preorganized polyaryloxide ligands, McMurry olefination, titanium trichloride, supramolecular chemistry, tetrakis(2-hydroxyphenyl)ethene, 2,2′-disubstituted benzophenone.

Synthesis of Red Luminescent Non Symmetric Styryl-4H-Pyran-4-Ylidene Fragment Containing Derivatives for Organic Light-Emitting Diodes

2011 ◽  
Vol 222 ◽  
pp. 271-274 ◽  
Author(s):  
Elmars Zarins ◽  
Janis Jubels ◽  
Valdis Kokars
Keyword(s):  
Organic Solvents ◽  
Spectral Properties ◽  
Light Emitting Diodes ◽  
Organic Light Emitting Diodes ◽  
Amorphous Films ◽  
Light Emitting ◽  
Organic Light ◽  
Volatile Organic ◽  
Derivatives Of

New organic glassy non symmetric styryl- derivatives of 2(2,6-substituted-4H-pyran-4-ylidene)-malononitrile, 2(2,6-substituted-4H-pyran-4-ylidene)-1H-indene-1,3(2H)-dione and 2(2,6-substituted-4H-pyran-4-ylidene)-pyrimidine-2,4,6(1H,3H,5H)-trione were synthesized. They form thin solid amorphous films from volatile organic solvents (DCM and chloroform). Their spectral properties have been studied.

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