- Synthesis of pyridine acrylates and acrylamides and their corresponding pyridinium ions as versatile cross-linkers for tunable hydrogels
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A small library of cross-linkers for hydrogels was synthesized. The cross-linkers consisted of 2,6- and 3,5-diacylpyridine or 2,4,6-triacylpyridine as the core unit, which were tethered via ethylene glycol, amino ethanol, and 1,n-diamine spacers to terminal acrylate or acrylamide moieties. Esterification and amide formation of the terminal acryl units were found to be dependent on the ratio of NH/O in the spacer, the constitution pattern of the pyridine ring, and the total number of acryl groups. Thus, esters generally gave higher yields than amides decreasing with increasing number of NH in the spacer and with increasing number of acryl units. In the case of 3,5-diacylpyridine derivatives, these trends were less prominent as compared to the 2,6-diacylpyridine series, indicating that steric hindrance and unfavorable hydrogen bonding interaction of the spacers might influence the observed reactivity differences. The 3,5-diacylpyridines were converted to the N-methylpyridinium salts and selected members of both neutral and cationic 3,5-diacylpyridinium derivatives were submitted to hydrogelations with synthetic polymer poly(1-glycidylpiperazine) via aza-Michael addition and thiolated natural hyaluronan via thio-Michael reaction, respectively. Rheological properties of the resulting hydrogels were studied, revealing that both spacer type as well as charge affected elastic moduli and degree of swelling. Georg Thieme Verlag Stuttgart New York.
- Mateescu, Markus,Nuss, Isabell,Southan, Alexander,Messenger, Hayley,Wegner, Seraphine V.,Kupka, Julia,Bach, Monika,Tovar, Guenter E. M.,Boehm, Heike,Laschat, Sabine
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supporting information
p. 1243 - 1253
(2014/05/06)
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- Diamination of phenylene dihalides catalyzed by a dicopper complex
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Diamination of phenylene dihalides with aqueous ammonia to give the corresponding phenylenediamines can be achieved by using a dicopper complex [Cu2(bpnp)(OH)(CF3COO)3] (1) (bpnp = 2,7-bis(pyridine-2-yl)-l,8-naphthyridine) as the catalyst in the presence of Bu4NBr and Cs2CO3 in high yields. In addition, 1,3,5-tribromobenzene was converted into benzenetriamine quantitatively under the same conditions. This method offers a new opportunity, particularly simplifying steps and increasing yields, for the preparation of aryl diamines.
- Liao, Bei-Sih,Liu, Shiuh-Tzung
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experimental part
p. 6653 - 6656
(2012/10/07)
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- Efficient synthesis of aminomethylated pyrroloindoles and dipyrrolopyridines via controlled copper-catalyzed domino multicomponent coupling and bis-cyclization
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(Chemical Equation Presented) Efficient methods for the synthesis of pyrrole-fused indole derivatives via domino copper-catalyzed multicomponent coupling and bis-cyclization have been developed. The mono- or bis-aminomethylated pyrroloindoles and dipyrrol
- Suzuki, Yamato,Ohta, Yusuke,Oishi, Shinya,Fujii, Nobutaka,Ohno, Hiroaki
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supporting information; experimental part
p. 4246 - 4251
(2009/09/25)
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- Chemokine receptor binding heterocyclic compounds
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This invention relates to a novel class of heterocyclic compounds that bind chemokine receptors, inhibiting the binding of their natural ligands thereby. These compounds result in protective effects against infection by HIV through binding to chemokine receptors, including CXCR4 and CCR5, thus inhibiting the subsequent binding by these chemokines. The present invention provides a compound of Formula I wherein, W is a nitrogen atom and Y is absent or, W is a carbon atom and Y═H; R1to R7may be the same or different and are independently selected from hydrogen or straight, branched or cyclic C1-6alkyl; R8is a substituted heterocyclic group or a substituted aromatic group Ar is an aromatic or heteroaromatic ring each optionally substituted at single or multiple, non-linking positions with electron-donating or withdrawing groups; n and n′ are independently, 0-2; X is a group of the formula: Wherein, Ring A is an optionally substituted, saturated or unsaturated 5 or 6-membered ring, and P is an optionally substituted carbon atom, an optionally substituted nitrogen atom, sulfur or oxygen atom. Ring B is an optionally substituted 5 to 7-membered ring. Ring A and Ring B in the above formula can be connected to the group W from any position via the group V, wherein V is a chemical bond, a (CH2)n″group (where n″=0-2) or a C═O group. Z is, (1) a hydrogen atom, (2) an optionally substituted C1-6alkyl group, (3) a C0-6alkyl group substituted with an optionally substituted aromatic or heterocyclic group, (4) an optionally substituted C0-6alkylamino or C3-7cycloalkylamino group, (5) an optionally substituted carbonyl group or sulfonyl. These compounds further include any pharmaceutically acceptable acid addition salts and metal complexes thereof and any stereoisomeric forms and mixtures of stereoisomeric forms thereof.
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Page column 113
(2008/06/13)
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- Facially coordinating cyclic triamines, Part 1: The coordination chemistry of cis-3,5-diaminopiperidine and substituted derivatives
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An efficient and convenient method for the preparation of cis-3,5-diaminopiperidine (dapi) has been established and the coordination chemistry of this ligand with CoII, CoIII, NiII, CuII, ZnII, and Cd
- Pauly, Joerg W.,Sander, Juergen,Kuppert, Dirk,Winter, Manuela,Reiss, Guido J.,Zuercher, Fabio,Hoffmann, Rudolf,Faessler, Thomas F.,Hegetschweiler, Kaspar
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p. 2830 - 2846
(2007/10/03)
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- Process of preparing substituted pyridine compounds
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Disclosed herein is a process for cyclizing pyridinecarboxylate derivatives with 5-(haloalkyl) carboxamide or 5(haloalkyl)carbamate substitutions to prepare compounds useful as herbicides.
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