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Ronald G Harvey - One of the best experts on this subject based on the ideXlab platform.
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Synthesis of nucleoside adducts of highly mutagenic Polycyclic aromatic imines
Tetrahedron, 1999Co-Authors: Yosef Shalom, Ronald G Harvey, Jochanan BlumAbstract:Abstract Polycyclic Arene imines are a class of highly potent mutagens that exhibit generally higher activity than the corresponding Arene oxides. Efficient syntheses of adducts between a model Polycyclic aromatic imine derivative of phenanthrene and the nucleosides adenosine, guanosine, cytidine, 2′-deoxyadenosine and 2′-deoxyguanosine are described. These compounds are needed as standards for identification of adducts formed by reaction of Polycyclic Arene imines with DNA in cells.
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adducts of a Polycyclic Arene imine to some purines and pyrimidines
Polycyclic Aromatic Compounds, 1996Co-Authors: Yosef Shalom, Ronald G Harvey, Jochanan BlumAbstract:Abstract In order to provide standards for binding experiments of mutagenic Arene imines to models of nucleic acids, we reacted N-methanesulfonyl phenanthrene 9,10-imine in DMSO in the presence of either potassium carbonate or 1,5-diazabicyclo[3.4.0]non-5-ene with several purine and pyrimidine bases. In these processes the aziridine ring cleaved and derivatives of 9,10-dihydro-9,10-phenanthrenediamine were formed. Cytosine, 5-fluorocytosine and thymine formed solely trans-N 1-adducts. Adenine and 6-chloropurine gave exclusively the corresponding N 9-products. Purine yielded a separable 2.2:1 mixture of trans-7-, and trans-9-[(9,10-dihydro-N-9-methane-sulfonamidophenanthren)-10-yl]purine. The structures of the adducts were determined by elemental analysis and by multi-nuclear and NOESY NMR spectrometry.
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Polycyclic Arene sulfides. Preparation of 1a,2,3,11b‐tetrahydrobenz‐[5,6]anthra[1,2‐b]thiirene, 6b,7a,8,9‐tetrahydrobenzo[10,11]‐chryseno[1,2‐b]thiirene, and 7,8,8a,9a‐tetrahydrobenzo‐[10,11]chryseno[3,4‐b]thiirene
Journal of Heterocyclic Chemistry, 1996Co-Authors: Yosef Shalom, Vladimir Kogan, Yacoub Badriah, Ronald G HarveyAbstract:The title compounds 5, 7 and 9 which are the first Arene sulfides of 7,8-dihydrobenz[a]anthracene, 8,9-and 10,11-dihydrobenzo[a]pyrene, respectively, have been synthesized by treatment of the corresponding Arene oxides 4, 6 and 8 with N,N-dimethylthioformamide in the presence of catalytic amounts of trifluoroacetic acid.
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Polycyclic Arene sulfides preparation of 1a 2 3 11b tetrahydrobenz 5 6 anthra 1 2 b thiirene 6b 7a 8 9 tetrahydrobenzo 10 11 chryseno 1 2 b thiirene and 7 8 8a 9a tetrahydrobenzo 10 11 chryseno 3 4 b thiirene
Journal of Heterocyclic Chemistry, 1996Co-Authors: Yosef Shalom, Vladimir Kogan, Yacoub Badriah, Ronald G HarveyAbstract:The title compounds 5, 7 and 9 which are the first Arene sulfides of 7,8-dihydrobenz[a]anthracene, 8,9-and 10,11-dihydrobenzo[a]pyrene, respectively, have been synthesized by treatment of the corresponding Arene oxides 4, 6 and 8 with N,N-dimethylthioformamide in the presence of catalytic amounts of trifluoroacetic acid.
Yosef Shalom - One of the best experts on this subject based on the ideXlab platform.
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Synthesis of nucleoside adducts of highly mutagenic Polycyclic aromatic imines
Tetrahedron, 1999Co-Authors: Yosef Shalom, Ronald G Harvey, Jochanan BlumAbstract:Abstract Polycyclic Arene imines are a class of highly potent mutagens that exhibit generally higher activity than the corresponding Arene oxides. Efficient syntheses of adducts between a model Polycyclic aromatic imine derivative of phenanthrene and the nucleosides adenosine, guanosine, cytidine, 2′-deoxyadenosine and 2′-deoxyguanosine are described. These compounds are needed as standards for identification of adducts formed by reaction of Polycyclic Arene imines with DNA in cells.
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adducts of a Polycyclic Arene imine to some purines and pyrimidines
Polycyclic Aromatic Compounds, 1996Co-Authors: Yosef Shalom, Ronald G Harvey, Jochanan BlumAbstract:Abstract In order to provide standards for binding experiments of mutagenic Arene imines to models of nucleic acids, we reacted N-methanesulfonyl phenanthrene 9,10-imine in DMSO in the presence of either potassium carbonate or 1,5-diazabicyclo[3.4.0]non-5-ene with several purine and pyrimidine bases. In these processes the aziridine ring cleaved and derivatives of 9,10-dihydro-9,10-phenanthrenediamine were formed. Cytosine, 5-fluorocytosine and thymine formed solely trans-N 1-adducts. Adenine and 6-chloropurine gave exclusively the corresponding N 9-products. Purine yielded a separable 2.2:1 mixture of trans-7-, and trans-9-[(9,10-dihydro-N-9-methane-sulfonamidophenanthren)-10-yl]purine. The structures of the adducts were determined by elemental analysis and by multi-nuclear and NOESY NMR spectrometry.
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Polycyclic Arene sulfides. Preparation of 1a,2,3,11b‐tetrahydrobenz‐[5,6]anthra[1,2‐b]thiirene, 6b,7a,8,9‐tetrahydrobenzo[10,11]‐chryseno[1,2‐b]thiirene, and 7,8,8a,9a‐tetrahydrobenzo‐[10,11]chryseno[3,4‐b]thiirene
Journal of Heterocyclic Chemistry, 1996Co-Authors: Yosef Shalom, Vladimir Kogan, Yacoub Badriah, Ronald G HarveyAbstract:The title compounds 5, 7 and 9 which are the first Arene sulfides of 7,8-dihydrobenz[a]anthracene, 8,9-and 10,11-dihydrobenzo[a]pyrene, respectively, have been synthesized by treatment of the corresponding Arene oxides 4, 6 and 8 with N,N-dimethylthioformamide in the presence of catalytic amounts of trifluoroacetic acid.
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Polycyclic Arene sulfides preparation of 1a 2 3 11b tetrahydrobenz 5 6 anthra 1 2 b thiirene 6b 7a 8 9 tetrahydrobenzo 10 11 chryseno 1 2 b thiirene and 7 8 8a 9a tetrahydrobenzo 10 11 chryseno 3 4 b thiirene
Journal of Heterocyclic Chemistry, 1996Co-Authors: Yosef Shalom, Vladimir Kogan, Yacoub Badriah, Ronald G HarveyAbstract:The title compounds 5, 7 and 9 which are the first Arene sulfides of 7,8-dihydrobenz[a]anthracene, 8,9-and 10,11-dihydrobenzo[a]pyrene, respectively, have been synthesized by treatment of the corresponding Arene oxides 4, 6 and 8 with N,N-dimethylthioformamide in the presence of catalytic amounts of trifluoroacetic acid.
Sanshiro Komiya - One of the best experts on this subject based on the ideXlab platform.
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synthesis of di tri tetra and pentacyclic Arene complexes of ruthenium ii ru η6 Polycyclic Arene 1 5 η5 cyclooctadienyl pf6 and their reactions with nabh4
Journal of Organometallic Chemistry, 2007Co-Authors: Takao Shibasaki, Nobuyuki Komine, Masafumi Hirano, Sanshiro KomiyaAbstract:Abstract The phenanthrene complex of ruthenium(II), [Ru(η 6 -phenanthrene)(1,5-η 5 -cyclooctadienyl)]PF 6 ( 2c ), is prepared by the reaction of Ru(η 4 -1,5-COD)(η 6 -1,3,5-COT) ( 1 ) with phenanthrene and HPF 6 in 65% yield. Similar treatments with di- tri-, tetra- and pentacyclic Arenes give corresponding Polycyclic Arene complexes, [Ru(η 6 -Polycyclic Arene)(1-5-η 5 -cyclooctadienyl)]PF 6 [Polycyclic Arene = naphthalene ( 2b ), anthracene ( 2d ), triphenylene ( 2e ), pyrene ( 2f ) and perylene ( 2g )] in 46–90% yields. The molecular structure of the perylene complex 2g is characterized by X-ray crystallography. Reaction of 2c with NaBH 4 gives a mixture of the 1,5- and 1,4-COD complexes of ruthenium(0), Ru(η 6 -phenanthrene)(η 4 -1,5-COD) ( 3c ) and Ru(η 6 -phenanthrene)(η 4 -1,4-COD) ( 4c ) in 76% in 1:8 molar ratio. The Arene exchange reactions among cationic complexes [Ru(η 6 -Arene)(1-5-η 5 -cyclooctadienyl)]PF 6 ( 2 ) showed the coordination ability of Arenes in the following order: benzene ∼ triphenylene > phenanthrene > naphthalene > perylene ∼ pyrene > anthracene, suggesting the benzo fused rings, particularly those of acenes, decreasing thermal stability of the Arene complex.
Yongfang Li - One of the best experts on this subject based on the ideXlab platform.
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naphthodifuran based zigzag type Polycyclic Arene with conjugated side chains for efficient photovoltaics
Physical Chemistry Chemical Physics, 2017Co-Authors: Hongjian Peng, Xiangfeng Luan, Liuliu Feng, Jun Yuan, Zhiguo Zhang, Yongfang LiAbstract:Ladder-type conjugated structures with rigid and coplanar molecular frameworks feature longer effective conjugation, affirmative optoelectronic properties and strong intermolecular π–π interactions, which are ideal characteristics for organic photovoltaics. Here, a new “zigzag” angular-fused naphthodifuran (zNDF) based on alkoxyphenyl side chains was designed and synthesized. The distannylated zNDF building block was copolymerized with 4,7-di(5-bromothiophen-2-yl)-5,6-dioctyloxybenzo[c][1,2,5]thiadiazole and 5,8-bis(5-bromothiophen-2-yl)-2,3-bis(4-(2-ethylhexyloxy)-3-fluorophenyl)-6,7-difloroquinoxaline (Br-BT and Br-ffQx) acceptor units by Stille cross coupling reaction to form two new medium bandgap donor–acceptor polymers PzNDFP-BT and PzNDFP-ffQx, respectively. The photovoltaic properties of the copolymers blended with [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM) as an electron acceptor were investigated. A 6.9% efficiency was achieved from the single device based on the PzNDFP-BT : PC71BM (1 : 1.5, w/w) blend film with a 0.25% 1,8-diiodooctane (DIO) additive, which is among the highest efficiency for zNDF-based polymer solar cells.
Vladimir Kogan - One of the best experts on this subject based on the ideXlab platform.
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further studies on Polycyclic Arene sulfides preparation and mutagenic activity of 9 10 10a 11a tetrahydrotriphenyleno 1 2 b thiirene 1a 2 3 10b tetrahydro 5h thiereno 3 4 benzo 1 2 b fluorene and 1a 2 3 11b tetrahydroacenaphtho 1 2 6 7 naphth 1 2 b
Journal of Heterocyclic Chemistry, 2000Co-Authors: Jochanan Blum, Vladimir Kogan, Hansruedi GlattAbstract:The title compounds 6, 8 and 10, which are dihydroArene sulfides of the environmental pollutants triphenylene, benzo[b]fluorene and benzo[k]fluoranthene, have been synthesized from the corresponding epoxides and N,N-dimethylthioformamide. The mutagenicity of the episulfides has been investigated using Salmonella typhimurium strains TA98 and TA100. While compounds 6 and 10 were mutagenic, the tetrahydrobenzo[b]fluorene episulfide 8 was inactive.
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Polycyclic Arene sulfides. Preparation of 1a,2,3,11b‐tetrahydrobenz‐[5,6]anthra[1,2‐b]thiirene, 6b,7a,8,9‐tetrahydrobenzo[10,11]‐chryseno[1,2‐b]thiirene, and 7,8,8a,9a‐tetrahydrobenzo‐[10,11]chryseno[3,4‐b]thiirene
Journal of Heterocyclic Chemistry, 1996Co-Authors: Yosef Shalom, Vladimir Kogan, Yacoub Badriah, Ronald G HarveyAbstract:The title compounds 5, 7 and 9 which are the first Arene sulfides of 7,8-dihydrobenz[a]anthracene, 8,9-and 10,11-dihydrobenzo[a]pyrene, respectively, have been synthesized by treatment of the corresponding Arene oxides 4, 6 and 8 with N,N-dimethylthioformamide in the presence of catalytic amounts of trifluoroacetic acid.
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Polycyclic Arene sulfides preparation of 1a 2 3 11b tetrahydrobenz 5 6 anthra 1 2 b thiirene 6b 7a 8 9 tetrahydrobenzo 10 11 chryseno 1 2 b thiirene and 7 8 8a 9a tetrahydrobenzo 10 11 chryseno 3 4 b thiirene
Journal of Heterocyclic Chemistry, 1996Co-Authors: Yosef Shalom, Vladimir Kogan, Yacoub Badriah, Ronald G HarveyAbstract:The title compounds 5, 7 and 9 which are the first Arene sulfides of 7,8-dihydrobenz[a]anthracene, 8,9-and 10,11-dihydrobenzo[a]pyrene, respectively, have been synthesized by treatment of the corresponding Arene oxides 4, 6 and 8 with N,N-dimethylthioformamide in the presence of catalytic amounts of trifluoroacetic acid.