- Effect of hydration and structure on the fragmentation of 2,2-(propane-1,3-diyl)bis(isoindoline-1,3-dione) and 2,2-(ethane-1,2-diyl)bis(isoindoline-1,3-dione) in electron impact ionization-mass spectrometry: A theoretical and experimental study
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Two bis-phthalimide derivatives, 2,2-(ethane-1,2-diyl)bis(isoindoline-1,3-dione) (3) and 2,2-(propane-1,3-diyl)bis(isoindoline-1,3-dione) (4) were synthesized and characterized by 1H NMR, 13C NMR and electron impact ionization-mass spectrometry (EI-MS). Effect of the alkyl length on the fragmentation of the compounds 3 and 4 was investigated and it was found that molecular ion of 3 with a CH2–CH2 group is almost completely decomposed, so that a small peak was observed for its molecular ion at m/z of 320. On the other hand, an intense peak with m/z of 334 was observed for the molecular ion of 4 indicating the stability of 4+ ion. The results were interpreted using computational method at B3LYP/6-31 + G(d) level of theory. Also, comparison of the mass spectra showed that the cation 4+ is tri-hydrated while 3+ is not hydrated. From the optimized structures of 4+(H2O)1-3 clusters, it was found that the extra stability of 4+(H2O)3 is due to formation of hydronium ion (H2O)2H3O+.
- Yosefdad, Samiyeh,Valadbeigi, Younes,Bayat, Mohammad
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- Ambipolar pentacyclic diamides with interesting electrochemical and optoelectronic properties
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Developing organic semiconductors for organic thin film transistors (OTFT) and optoelectronic applications is a challenge. We developed highly crystalline pentacyclic diimides (3) and (4) which showed good OTFT and OLED potential and energy gaps of 2.60 eV and 2.54 eV. They exhibited interesting photo and eletroluminescence activity. Both compounds showed good quantum yields (0.56 for (3) and 0.60 for (4)). This journal is
- Marques, Carolina S.,Cruz, Hugo,Lawrence, Simon E.,Gago, Sandra,Prates Ramalho, Jo?o P.,Morgado, Jorge,Branco, Luís C.,Burke, Anthony J.
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supporting information
p. 14893 - 14896
(2020/12/07)
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- Tetradentate nitrogen-oxygen coordinated aluminum compound as well as preparation method and application thereof
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The invention discloses a tetradentate nitrogen-oxygen coordinated aluminum compound as well as a preparation method and application thereof. The tetradentate nitrogen-oxygen coordinated aluminum compound has a structural formula of formula I, wherein R is a linear alkyl group of C1 to C6. The tetradentate nitrogen-oxygen coordinated aluminum compound has a simple preparation method, is low in cost, high in product yield, has various catalyst structure changes, and metal center aluminum is coordinated with N, N, O, O, can be used as a lactide ring-opening polymerization reaction catalyst. Thetetradentate nitrogen-oxygen coordinated aluminum compound has the advantages that the catalytic activity is high, the reaction rate is fast, the molecular weight of an obtained polymer product is controllable, and the yield is high. (The formula I is shown in the description).
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Paragraph 0030-0031
(2018/05/16)
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- Tetradentate nitrogen-oxygen symmetrical ligand containing ethylenediamine group as well as preparation method and application thereof
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The invention discloses a tetradentate nitrogen-oxygen symmetrical ligand containing an ethylenediamine group as well as a preparation method and application thereof. The invention provides the tetradentate nitrogen-oxygen symmetrical ligand containing the ethylenediamine group; the ligand can realize tetradentate coordination of N, N, O and O and is complexed with alkyl aluminum to form a coordination complex. The ligand disclosed by the invention has a special structure and the preparation method is simple; the formed aluminum complex can be used as a catalyst for cyclic lactone ring-openingpolymerization reaction and has the advantages of high catalytic activity, good stereoselectivity and rapid reaction speed; the polymerization reaction is simple to operate and products with different molecular weights can be controllably obtained; the tetradentate nitrogen-oxygen symmetrical ligand has wide selectivity and a good market prospect.
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Paragraph 0036
(2018/05/16)
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- Identifying the roles of amino acids, alcohols and 1,2-diamines as mediators in coupling of haloarenes to arenes
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Coupling of haloarenes to arenes has been facilitated by a diverse range of organic additives in the presence of KOtBu or NaOtBu since the first report in 2008. Very recently, we showed that the reactivity of some of these additives (e.g., compounds 6 and 7) could be explained by the formation of organic electron donors in situ, but the role of other additives was not addressed. The simplest of these, alcohols, including 1,2-diols, 1,2-diamines, and amino acids are the most intriguing, and we now report experiments that support their roles as precursors of organic electron donors, underlining the importance of this mode of initiation in these coupling reactions.
- Zhou, Shengze,Doni, Eswararao,Anderson, Greg M.,Kane, Ryan G.,Macdougall, Scott W.,Ironmonger, Victoria M.,Tuttle, Tell,Murphy, John A.
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supporting information
p. 17818 - 17826
(2015/02/19)
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- A simple and convenient chemoenzymatic approach for the synthesis of valuable triacylglycerol-based dendritic building blocks
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Dendritic macromolecules have a significant impact in the field of material sciences and are one of the major starting points for nanotechnology as a result of the numerous modifications that can be conducted, either on the surface or within their molecular infrastructure. Thus taking advantage of their unique architectural, structural, and functional features, a highly efficient three-step convergent chemoenzymatic approach for the synthesis of dendritic polyester/polyamido-ester building block structures using structured triacylglycerols as acylating agent has been designed and developed. This convergent approach is remarkable, because of the simplicity and convenience to synthesize star shaped and linear dendritic building block scaffolds, as it requires no purification other than a simple solvent extraction. Different core molecules have been used to generate a series of novel star shaped and linear dendritic building blocks without requiring any chromatographic separation.
- Gupta, Shilpi,Jalal, Sarah,Kumar, Sumit,Haag, Rainer,Sharma, Sunil K.
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p. 1376 - 1387
(2012/11/07)
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- Reaction of phthalic anhydride and ethylenediamine
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The reactions of phthalic anhydride and ethylenediamine were performed and the effect of solvents was investigated with a wide range of solvents in two groups (either containing H2O or without H2O). In H 2O-containing media, phthalic ethylene ammonium salt was obtained with high yields; when the reaction was carried out in non-aqueous solvents, N,N'-diphthaloyl-1,2-ethylenediamine was formed at lower reaction rates and yields. All products were characterised and confirmed by a combination of analytical techniques. The use of water as solvent with a reasonably high product yield (80 %) suggests a green route for the synthesis of phthalic ethylene ammonium salts.
- Zhang, Qun-Zheng,Li, Chang-Chun,Gu, Xue-Fan,Yang, Peng-Hui,Zhang, Xunli
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experimental part
p. 2969 - 2972
(2012/02/02)
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- Thalidomide analogs from diamines: Synthesis and evaluation as inhibitors of TNF-α production
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Fourteen thalidomide analogs bearing two phthalimido units were prepared in high yields (83-94%) by condensation of different diamines with phthalic or 3-nitrophthalic anhydride. An in vitro investigation of the compounds as inhibitors of the TNF-α production was performed. The inhibition was higher for compounds bearing amino and nitro groups and was modulated by increasing the size of the spacers between the phthalimide groups.
- De Almeida, Mauro Vieira,Teixeira, Francisco Martins,De Souza, Marcus Vinicius Nora,Amarante, Giovanni Wilson,Alves, Caio Cesar De Souza,Cardoso, Silvia Helena,Mattos, Ana Marcia,Ferreira, Ana Paula,Teixeira, Henrique Couto
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p. 223 - 226
(2007/10/03)
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- Synthesis of lariat diazacrown ethers with terminal amino groups in the side chains
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Treatment of diazacrown ethers with N-(haloalkyl)- and N-(haloethoxy) phthalimides gives the corresponding N,N′- substituted diazacrown ether. Hydrazinolysis of the latter then gives diazacrown ethers with terminal primary amino groups in the side chain. Their reductive methylation using formaldehyde in formic acid gives the dimethylamino derivatives. The presence of a lariat effect was demonstrated by treating the compounds obtained with picrates of alkali and alkaline-earth metals.
- Lukyanenko,Kirichenko,Shcherbakov
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p. 343 - 350
(2007/10/03)
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New initiators 1-7, analogues of tetra-acetylethylenediamine, have been prepared and their use in the in situ generation of peroxyacids by reaction with sodium peroxycarbonate described. The kinetics of perhydrolysis of these initiators in aqueous solutio
- Lion, Claude,Da Conceicao, Louis,Hedayatullah, Mir
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- The reaction of phthalidylidene dichloride with primary amines. Synthesis and X-ray molecular structure of N-substituted phthalisoimides
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An efficient method for the synthesis of N-substituted phthalisoimides, by reaction of phthalidylidene dichloride with primary amines, is described. The reactions with arylamines, arylenediamincs and alkylenediamines lead to the corresponding phthalisoimides or bisphthalisoimides in nearly quantitative yields. However, the reactions with alkylamines are not useful because of the relatively high nucleophilicity of alkylamines. Certain particular behaviours of arylamines, associated with the presence of specific ortho-substituents have been found. The reactions of arylamines bearing an o-hydroxymethyl group provide a convenient method for preparing 2-benzoxazinylbenzoic acids. The X-ray crystallographic structures of N-(2-methoxyphenyl)phthalisoimide 3a and 2-(4H-3.1-benzoxazin-2-yl)benzoic acid 15a have been determined.
- Guirado, Antonio,Zapata, Andres,Ramirez De Arellano, M. Carmen
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p. 5305 - 5324
(2007/10/03)
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- Photochemistry of ω-Phthalimidoalkanoic Acid Derivatives Syntheses of Multicyclic Fused Hydropyrazines and 1,4-Diazepines
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Photochemical reactions of phthalimides having various carbonyl functions (amides 3a-h, esters 11,14, and thioester 17) in their N-alkyl side chain are studied.By irradiation fused hydropyrazines (4a, e, g, h) and hydro-1,4-diazepines (4b, f) were formed from amide derivatives 3 through photocyclization, whereas the esters 11,14 showed addition and reduction reactions of the imide carbonyl group, and thioester 17 showed Norrish-type I reaction of the thioester moiety, in each case, however, without yielding cyclized products.
- Takechi, Haruko,Machida, Minoru,Kanaoka,Yuichi
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p. 859 - 868
(2007/10/02)
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- Photochemistry of the Phthalimide System, 37. - Thiazacycloalkanols by Photocyclization of S-Substituted N-(Thioalkyl)phthalimides
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N-Substituted phthalimides (1,2) possessing a terminal thioether function in their side chain were irradiated with a high-pressure mercury lamp to give a variety of thiazacycloalkanol derivatives (3,7,9-13,16,17) with favored γ-, δ-, ε-, and ζ-hydrogen abstractions (Table 1), in moderate to fairly good yields.
- Sato, Yasuhiko,Nakai, Hideo,Wada, Masao,Mizoguchi, Tomishige,Hatanaka, Yasumaru,et al.
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p. 1099 - 1118
(2007/10/02)
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- A Facile One-pot Synthesis of N-Substituted Phthalimides Using a Catalytic Amount of Crown Ether
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N-Substituted phthalimides, intermediates of the Gabriel synthesis, were obtained in high yields (84-100percent) by the addition of a catalytic amount of 18-crown-6 to the reaction of potassium phthalimide and alkyl halides in toluene.
- Soai, Kenso,Ookawa, Atsuhiro,Kato, Kyoko
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p. 1671 - 1672
(2007/10/02)
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- Hydrolysis Studies on Imidan
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Hydrolysis of imidan (I), a wide spectrum pesticide under basic and acidic conditions has been studied.The products such as N-mercaptomethylphthalimide (VI), N,N'-ethylenediphthalimide (VII) have been identified, besides some of the well known compounds and modes of hydrolysis determined.
- Kadam, A. N.,Ghatge, B. B.
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p. 460 - 461
(2007/10/02)
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