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Akio Baba - One of the best experts on this subject based on the ideXlab platform.
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synthesis of cyclopropane containing Phosphorus Compounds by radical coupling of butenylindium with iodo Phosphorus Compounds
ChemInform, 2011Co-Authors: Kensuke Kiyokawa, Itaru Suzuki, Makoto Yasuda, Akio BabaAbstract:The butenylindium species generated by transmetalation between stannane (I) and InBr3 reacts with α- or β-iodo Phosphorus Compounds (II) or (IV) either by thermal heating or under UV irradiation to give the desired cyclopropylalkylPhosphorus products.
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Synthesis of Cyclopropane‐Containing Phosphorus Compounds by Radical Coupling of Butenylindium with Iodo Phosphorus Compounds.
ChemInform, 2011Co-Authors: Kensuke Kiyokawa, Itaru Suzuki, Makoto Yasuda, Akio BabaAbstract:The butenylindium species generated by transmetalation between stannane (I) and InBr3 reacts with α- or β-iodo Phosphorus Compounds (II) or (IV) either by thermal heating or under UV irradiation to give the desired cyclopropylalkylPhosphorus products.
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synthesis of cyclopropane containing Phosphorus Compounds by radical coupling of butenylindium with iodo Phosphorus Compounds
European Journal of Organic Chemistry, 2011Co-Authors: Kensuke Kiyokawa, Itaru Suzuki, Makoto Yasuda, Akio BabaAbstract:The radical coupling of α- or β-iodo Phosphorus Compounds such as iodo phosphonate, iodo phosphane oxide, and iodo phosphonothioate with butenylindium species, prepared by transmetalation between a (cyclopropylmethyl)stannane and InBr3, afforded the corresponding cyclopropylmethylated products. The radical reaction was initiated by the radical species generated from butenylindium assisted by a small amount of oxygen. Butenylindium works not only as a cyclopropylmethylating reagent, but also as a radical initiator. For successful coupling, a tin/indium transmetalation was used, where it was important for the tin halide by-product to be inert to the reaction system. In addition, the transmetalation of a (cyclopropylmethyl)stannane and InBr3 provided the dibutenylindium bromide as a single product, which smoothly coupled with the unstable phosphonyl radical species from the iodo Phosphorus compound. A photochemical method (UV irradiation) was also applied and accelerated the coupling reaction. The cyclopropylmethylated phosphonate produced was a good intermediate in the Horner–Wadsworth–Emmons reaction and gave functionalized olefins bearing the cyclopropane moiety.
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Synthesis of Cyclopropane‐Containing Phosphorus Compounds by Radical Coupling of Butenylindium with Iodo Phosphorus Compounds
European Journal of Organic Chemistry, 2011Co-Authors: Kensuke Kiyokawa, Itaru Suzuki, Makoto Yasuda, Akio BabaAbstract:The radical coupling of α- or β-iodo Phosphorus Compounds such as iodo phosphonate, iodo phosphane oxide, and iodo phosphonothioate with butenylindium species, prepared by transmetalation between a (cyclopropylmethyl)stannane and InBr3, afforded the corresponding cyclopropylmethylated products. The radical reaction was initiated by the radical species generated from butenylindium assisted by a small amount of oxygen. Butenylindium works not only as a cyclopropylmethylating reagent, but also as a radical initiator. For successful coupling, a tin/indium transmetalation was used, where it was important for the tin halide by-product to be inert to the reaction system. In addition, the transmetalation of a (cyclopropylmethyl)stannane and InBr3 provided the dibutenylindium bromide as a single product, which smoothly coupled with the unstable phosphonyl radical species from the iodo Phosphorus compound. A photochemical method (UV irradiation) was also applied and accelerated the coupling reaction. The cyclopropylmethylated phosphonate produced was a good intermediate in the Horner–Wadsworth–Emmons reaction and gave functionalized olefins bearing the cyclopropane moiety.
Kensuke Kiyokawa - One of the best experts on this subject based on the ideXlab platform.
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synthesis of cyclopropane containing Phosphorus Compounds by radical coupling of butenylindium with iodo Phosphorus Compounds
ChemInform, 2011Co-Authors: Kensuke Kiyokawa, Itaru Suzuki, Makoto Yasuda, Akio BabaAbstract:The butenylindium species generated by transmetalation between stannane (I) and InBr3 reacts with α- or β-iodo Phosphorus Compounds (II) or (IV) either by thermal heating or under UV irradiation to give the desired cyclopropylalkylPhosphorus products.
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Synthesis of Cyclopropane‐Containing Phosphorus Compounds by Radical Coupling of Butenylindium with Iodo Phosphorus Compounds.
ChemInform, 2011Co-Authors: Kensuke Kiyokawa, Itaru Suzuki, Makoto Yasuda, Akio BabaAbstract:The butenylindium species generated by transmetalation between stannane (I) and InBr3 reacts with α- or β-iodo Phosphorus Compounds (II) or (IV) either by thermal heating or under UV irradiation to give the desired cyclopropylalkylPhosphorus products.
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synthesis of cyclopropane containing Phosphorus Compounds by radical coupling of butenylindium with iodo Phosphorus Compounds
European Journal of Organic Chemistry, 2011Co-Authors: Kensuke Kiyokawa, Itaru Suzuki, Makoto Yasuda, Akio BabaAbstract:The radical coupling of α- or β-iodo Phosphorus Compounds such as iodo phosphonate, iodo phosphane oxide, and iodo phosphonothioate with butenylindium species, prepared by transmetalation between a (cyclopropylmethyl)stannane and InBr3, afforded the corresponding cyclopropylmethylated products. The radical reaction was initiated by the radical species generated from butenylindium assisted by a small amount of oxygen. Butenylindium works not only as a cyclopropylmethylating reagent, but also as a radical initiator. For successful coupling, a tin/indium transmetalation was used, where it was important for the tin halide by-product to be inert to the reaction system. In addition, the transmetalation of a (cyclopropylmethyl)stannane and InBr3 provided the dibutenylindium bromide as a single product, which smoothly coupled with the unstable phosphonyl radical species from the iodo Phosphorus compound. A photochemical method (UV irradiation) was also applied and accelerated the coupling reaction. The cyclopropylmethylated phosphonate produced was a good intermediate in the Horner–Wadsworth–Emmons reaction and gave functionalized olefins bearing the cyclopropane moiety.
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Synthesis of Cyclopropane‐Containing Phosphorus Compounds by Radical Coupling of Butenylindium with Iodo Phosphorus Compounds
European Journal of Organic Chemistry, 2011Co-Authors: Kensuke Kiyokawa, Itaru Suzuki, Makoto Yasuda, Akio BabaAbstract:The radical coupling of α- or β-iodo Phosphorus Compounds such as iodo phosphonate, iodo phosphane oxide, and iodo phosphonothioate with butenylindium species, prepared by transmetalation between a (cyclopropylmethyl)stannane and InBr3, afforded the corresponding cyclopropylmethylated products. The radical reaction was initiated by the radical species generated from butenylindium assisted by a small amount of oxygen. Butenylindium works not only as a cyclopropylmethylating reagent, but also as a radical initiator. For successful coupling, a tin/indium transmetalation was used, where it was important for the tin halide by-product to be inert to the reaction system. In addition, the transmetalation of a (cyclopropylmethyl)stannane and InBr3 provided the dibutenylindium bromide as a single product, which smoothly coupled with the unstable phosphonyl radical species from the iodo Phosphorus compound. A photochemical method (UV irradiation) was also applied and accelerated the coupling reaction. The cyclopropylmethylated phosphonate produced was a good intermediate in the Horner–Wadsworth–Emmons reaction and gave functionalized olefins bearing the cyclopropane moiety.
Masato Tanaka - One of the best experts on this subject based on the ideXlab platform.
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Thermal behavior of poly(bisphenol A carbonate) in the presence of Phosphorus Compounds
Journal of Polymer Science Part A: Polymer Chemistry, 2004Co-Authors: Toshiya Uozumi, Tae Seok Kwon, Kazuhiko Takeuchi, Teruyuki Hayashi, Masato TanakaAbstract:To clarify the interaction between poly(bisphenol A carbonate) (PBAC) and Phosphorus Compounds such as triphenylphosphine oxide (TPPO), triphenyl phosphate (TPP), and resorcinol bis(diphenyl phosphate) (RDP), PBAC was heated in the presence of these Phosphorus Compounds at 240 °C for 2 h, and the resulting polymers were analyzed by 1H NMR spectroscopy and gel permeation chromatography. When heated in the presence of TPPO, the PBAC sample decomposed extensively, resulting in a substantial decrease in molecular weight. On the other hand, thermal treatment in the presence of the phosphates increased the molecular weight. In both cases the molecular weight distribution became narrower. Thermal treatment of PBAC in the presence of both TPPO and TPP allowed us to control the molecular weight with a narrower distribution. © 2004 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 42: 1069–1074, 2004
W. Berendt - One of the best experts on this subject based on the ideXlab platform.
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Dynamics of Phosphorus Compounds in ripening and germinating cereal grains. Part II. Changes in Phosphorus Compounds content during germination of wheat, barley and rye grains
Acta Societatis Botanicorum Poloniae, 2015Co-Authors: J. Tłuczkiewicz, W. BerendtAbstract:The dynamics of Phosphorus Compounds was investigated in the embryos and endosperm of wheat (Grana), barley (Kosmos) and rye (Pancerne) grain after 2, 4 and 6 days of germination. In germinating grain the Phosphorus Compounds transformations ran along the way of synthesis in the embryo and of breakdown in the endosperm. The level of Phosphorus: inorganic, nucleotides, saccharides esters and their metabolites, lipid, RNA, DNA, phytin free and phytin bound with proteins and proteins rapidly increased in germinating seed embryos. The content of Phosphorus free phytin and that bound with proteins, lipids, RNA and DNA in the endosperm rapidly decreased during germination. On the other hand, the saccharides Phosphorus and that of their metabolites did not change, and inorganic, nuclotides and proteins-P slightly increased. Germinating rye grains showed a higher rate of synthesis in the embryos and of breakdown in the endosperm of the investigated Phosphorus Compounds than wheat and barley grains.
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Dynamics of Phosphorus Compounds in ripening and germinating cereal grains. Part I. Changes in Phosphorus Compounds content during ripening of wheat, barley and rye grains
Acta Societatis Botanicorum Poloniae, 2015Co-Authors: J. Tłuczkiewicz, W. BerendtAbstract:The dynamics of Phosphorus Compounds was followed in ripening wheat (Grana), barley (Kosmos) and rye (Pancerne) seeds. In the investigated ontogenesis period the content in the seeds of total and acid-soluble Phosphorus doubled. The Phosphorus of free phytin and phytin that bound with proteins increased to the end of maturation. In dormant seeds the contribution of Phosphorus bound with phytin was 62-70 per cent of total P. As the seeds ripened, the content of inorganic and nucleotides-P decreased, while that of saccharides-P and their metabolites started to decrease from the moment of wax ripeness. Later RNA-P and DNA-P level decreased only slight.ly and that of lipids-P markedly. Phosphoproteid content diminished at the beginning of ripening and further remained at almost the same level. Wheat, barley and rye seed exhibited similar dynamics of metabolically active (nucleotides, saccharide-P esters and their metabolites), functional (nucleic acids) and structural (phospholipids) Phosphorus Compounds. Accumulation of storage forms (phytin) of Phosphorus was higher in wheat and successively lower in rye and barley.
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Dynamics of Phosphorus Compounds in ripening and germinating cereal grains. Part II. Changes in Phosphorus Compounds content during germination of wheat, barley and rye grains
Acta Societatis Botanicorum Poloniae, 2015Co-Authors: J. Tłuczkiewicz, W. BerendtAbstract:The dynamics of Phosphorus Compounds was followed in ripening wheat (Grana), barley (Kosmos) and rye (Pancerne) seeds. In the investigated ontogenesis period the content in the seeds of total and acid-soluble Phosphorus doubled. The Phosphorus of free phytin and phytin that bound with proteins increased to the end of maturation. In dormant seeds the contribution of Phosphorus bound with phytin was 62-70 per cent of total P. As the seeds ripened, the content of inorganic and nucleotides-P decreased, while that of saccharides-P and their metabolites started to decrease from the moment of wax ripeness. Later RNA-P and DNA-P level decreased only slight.ly and that of lipids-P markedly. Phosphoproteid content diminished at the beginning of ripening and further remained at almost the same level. Wheat, barley and rye seed exhibited similar dynamics of metabolically active (nucleotides, saccharide-P esters and their metabolites), functional (nucleic acids) and structural (phospholipids) Phosphorus Compounds. Accumulation of storage forms (phytin) of Phosphorus was higher in wheat and successively lower in rye and barley.
Aldo Kranenbarg - One of the best experts on this subject based on the ideXlab platform.
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the structure activity relationship of fire retardant Phosphorus Compounds in wood
Polymer Degradation and Stability, 2006Co-Authors: Ralph Stevens, Daan S. Van Es, Remko Bezemer, Aldo KranenbargAbstract:Sawdust of Scots Pine sapwood was chemically modified with various alkyl- and phenylchloroPhosphorus Compounds. The formation of covalent bonds was confirmed with solid state CP-MAS 13C NMR. According to thermogravimetric analysis (TGA), all Phosphorus Compounds decreased the temperature for the maximum rate of pyrolysis (from 350 °C to max. 240 °C) and increased the char formation (from 25% to max. 54%). Variation of the alkyl groups (C2-C8) had no significant effect. Phenylphosphates decrease the temperature of pyrolysis more efficiently than the alkyl analogues, due to higher thermal stability. The order in which the phenylPhosphorus Compounds affect the pyrolysis of the modified sawdust is consistent with their acidity order: organophosphate > organophosphonate organophosphinate. All Phosphorus Compounds used in this study reduce the equilibrium moisture content (EMC). Whereas the results obtained with the dialkyl phosphates are relatively poor, significant reductions in EMC can be achieved with the phenylPhosphorus Compounds
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The structure–activity relationship of fire retardant Phosphorus Compounds in wood
Polymer Degradation and Stability, 2006Co-Authors: Ralph Stevens, Daan S. Van Es, Remko Bezemer, Aldo KranenbargAbstract:Abstract Sawdust of Scots Pine sapwood was chemically modified with various alkyl- and phenylchloroPhosphorus Compounds. The formation of covalent bonds was confirmed with solid state CP-MAS 13 C NMR. According to thermogravimetric analysis (TGA), all Phosphorus Compounds decreased the temperature for the maximum rate of pyrolysis (from 350 °C to max. 240 °C) and increased the char formation (from 25% to max. 54%). Variation of the alkyl groups (C2–C8) had no significant effect. Phenylphosphates decrease the temperature of pyrolysis more efficiently than the alkyl analogues, due to higher thermal stability. The order in which the phenylPhosphorus Compounds affect the pyrolysis of the modified sawdust is consistent with their acidity order: organophosphate > organophosphonate ≫ organophosphinate. All Phosphorus Compounds used in this study reduce the equilibrium moisture content (EMC). Whereas the results obtained with the dialkyl phosphates are relatively poor, significant reductions in EMC can be achieved with the phenylPhosphorus Compounds.