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Journal articles on the topic 'Bisurées'

Author: Grafiati

Published: 4 June 2021

Last updated: 14 February 2022

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1

Ranganathan, Darshan, C. Lakshmi, V. Haridas, and M. Gopikumar. "Designer cyclopeptides for self-assembled tubular structures." Pure and Applied Chemistry 72, no. 3 (January 1, 2000): 365–72. http://dx.doi.org/10.1351/pac200072030365.

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A simple design strategy for a facile and direct entry into hydrogen-bonded peptide nanotubes is delineated with polymethylene-bridged cystine-based macrocycles. The key feature of the design is the placement of a pair of self-complementary hydrogen-bonding (NH–CO or NH–CO–NH) groups at almost opposite poles of the ring. A large variety of cyclobisamides and bisureas prepared in a single step by direct condensation of commercially available 1,ω-alkane dicarbonyl dichloride or diisocyanate with either cystine diOMe or its extended bispeptide were examined by X-ray crystallography and shown to possess an inherent property of self-assembling into hydrogen-bonded, open-ended, hollow tubular structures. The totally hydrophobic interior of the cyclobisamide tubes creates a micro environment capable of solubilizing highly lipophilic substances in water. The cyclic bisurea tubes are demonstrated to act as excellent receptors for selective binding to 1,ω-alkane dicarboxylates. The scope of the design is extended to the creation of tubular structures by stacking of rings through aromatic π-π interactions.

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2

Watt, Michelle M., Jeffrey M. Engle, Kurtis C. Fairley, Timothy E. Robitshek, Michael M. Haley, and Darren W. Johnson. "“Off-on” aggregation-based fluorescent sensor for the detection of chloride in water." Organic & Biomolecular Chemistry 13, no. 14 (2015): 4266–70. http://dx.doi.org/10.1039/c4ob02409e.

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3

Akyev, D., O. V. Lebedev, T. S. Pivina, V. A. Shlyapochnikov, and L. I. Khmel'nitskii. "Electronic structure of bicyclic bisureas." Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 38, no. 2 (February 1989): 400–401. http://dx.doi.org/10.1007/bf00953637.

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4

Akyev, D., O. V. Lebedev, T. S. Pivina, and L. I. Khmel'nitskii. "Spatial structure of bicyclic bisureas." Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 38, no. 9 (September 1989): 1860–63. http://dx.doi.org/10.1007/bf00957778.

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5

Tanaka, Koichi, Naoki Daikawa, and Shigeru Ohba. "Novel Bisurea Host Compounds." Journal of Chemical Research 2002, no. 11 (November 2002): 579–81. http://dx.doi.org/10.3184/030823402103170853.

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New host molecules, 4,4′-bis(dimethylamino-urea)diphenylmethane (1) and its derivatives (2 and 3), are reported. These hosts are shown to give inclusion complex crystals with a wide variety of organic guest molecules with high selectivity. The crystal structure of 1:2 inclusion complex of 1 with THF has been determined from X-ray crystal structure analysis. The cyclic N–H...O intermolecular hydrogen bonds between host molecules were found to form columns for accommodation of the guest molecules.

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6

Kollenz, Gert, Ralf Smounig, Ferdinand Belaj, David Kvaskoff, and Curt Wentrup. "Molecular cleft or tweezer compounds derived from trioxabicyclo[3.3.1]nonadiene diisocyanate and diacid dichloride." Beilstein Journal of Organic Chemistry 11 (January 2, 2015): 1–8. http://dx.doi.org/10.3762/bjoc.11.1.

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The structures of two derivatives of the bisdioxine diisocyanate 1, the bisurea 4 and the biscarbamate 5, are established by X-ray crystallography and DFT calculations. These compounds possess endo,endo structures, in the case of the bisurea 4 with two nearly parallel pendant chains. The X-ray structures are reproduced very well by DFT calculations. Similar endo,endo conformations are calculated for the bisamide crown ether derivatives 7, where two proximate and nearly parallel crown ether units endow the molecules with a claw-like molecular cleft or tweezer structure as evidenced by an enhanced ability to extract some alkali, alkaline earth and rare earth metal ions.

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7

Shu, Xi, Yu Fan, Shoujian Li, Yongdong Jin, Chuanqin Xia, and Chao Huang. "Anion binding and fluoride ion induced conformational changes in bisurea receptors." New Journal of Chemistry 44, no. 5 (2020): 2033–45. http://dx.doi.org/10.1039/c9nj05785d.

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8

Park, Eun Bit, and Kyu-Sung Jeong. "Chloride transport activities of trans- and cis-amide-linked bisureas." Chemical Communications 51, no. 44 (2015): 9197–200. http://dx.doi.org/10.1039/c5cc02757h.

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9

Ito, Suguru, Manami Okuno, and Masatoshi Asami. "Differentiation of enantiomeric anions by NMR spectroscopy with chiral bisurea receptors." Organic & Biomolecular Chemistry 16, no. 2 (2018): 213–22. http://dx.doi.org/10.1039/c7ob02318a.

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10

Gavette, Jesse V., Christina M. Klug, Lev N. Zakharov, Matthew P. Shores, Michael M. Haley, and Darren W. Johnson. "Intramolecular N–H⋯Cl hydrogen bonds in the outer coordination sphere of a bipyridyl bisurea-based ligand stabilize a tetrahedral FeLCl2 complex." Chem. Commun. 50, no. 54 (2014): 7173–75. http://dx.doi.org/10.1039/c4cc02297a.

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11

Ippel, Bastiaan D., Boris Arts, Henk M. Keizer, and Patricia Y. W. Dankers. "Combinatorial functionalization with bisurea‐peptides and antifouling bisurea additives of a supramolecular elastomeric biomaterial." Journal of Polymer Science Part B: Polymer Physics 57, no. 24 (December 3, 2019): 1725–35. http://dx.doi.org/10.1002/polb.24907.

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12

Odagi, Minami, Yoshiharu Yamamoto, and Kazuo Nagasawa. "Asymmetric α-amination of β-keto esters using a guanidine–bisurea bifunctional organocatalyst." Beilstein Journal of Organic Chemistry 12 (February 4, 2016): 198–203. http://dx.doi.org/10.3762/bjoc.12.22.

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An asymmetric α-amination of β-keto esters with azodicarboxylate in the presence of a guanidine–bisurea bifunctional organocatalyst was investigated. The α-amination products were obtained in up to 99% yield with up to 94% ee.

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13

Rawal, Aditya, James M. Hook, Ryan N. Robson, Daniel Gunzelmann, Frederick M. Pfeffer, and Luke A. O'Dell. "Solid-state NMR as a probe of anion binding: molecular dynamics and associations in a [5]polynorbornane bisurea host complexed with terephthalate." Physical Chemistry Chemical Physics 17, no. 34 (2015): 22195–203. http://dx.doi.org/10.1039/c5cp03628c.

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A suite of solid-state NMR experiments is used to study a supramolecular complex consisting of a [5]polynorbornane bisurea host and terephthalate dianion guest, revealing information on the dynamics of both the host and guest species.

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14

Odagi, Minami, Kan Takayama, Kota Furukori, Tatsuya Watanabe, and Kazuo Nagasawa. "Development of Novel Guanidine–Bisurea Bifunctional Organocatalysts and their Application to Asymmetric α-Hydroxylation of Tetralone-derived β-Keto Esters." Australian Journal of Chemistry 67, no. 7 (2014): 1017. http://dx.doi.org/10.1071/ch14144.

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A series of guanidine–bisurea bifunctional organocatalysts 4, with chiral centres located outside the urea groups, were synthesized. The novel catalyst 4 is conformationally more flexible than the original catalyst 1. In α-hydroxylation of tetralone- derived β-keto esters, 4 afforded the corresponding alcohols in high yields with moderate enantioselectivity.

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15

Dias, Christopher M., Hennie Valkenier, and Anthony P. Davis. "Anthracene Bisureas as Powerful and Accessible Anion Carriers." Chemistry - A European Journal 24, no. 23 (April 6, 2018): 6262–68. http://dx.doi.org/10.1002/chem.201800508.

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16

Akyev, D., T. S. Pivina, and O. V. Lebedev. "Geometrical aspects of complex formation by bicyclic bisureas." Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 39, no. 9 (September 1990): 1817–22. http://dx.doi.org/10.1007/bf00958244.

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17

Ponomarenko, O. V., S. Yu Panshina, A. A. Bakibaev, and A. K. Tashenov. "Synthesis and identification of bicyclic bisurea esters." Bulletin of the L.N. Gumilyov Eurasian National University. Chemistry. Geography. Ecology Series 128, no. 3 (2019): 70–75. http://dx.doi.org/10.32523/2616-6771-2019-128-3-70-75.

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18

Pawar, Gajanan M., Marcel Koenigs, Zahra Fahimi, Martijn Cox, Ilja K. Voets, Hans M. Wyss, and Rint P. Sijbesma. "Injectable Hydrogels from Segmented PEG-Bisurea Copolymers." Biomacromolecules 13, no. 12 (November 28, 2012): 3966–76. http://dx.doi.org/10.1021/bm301242v.

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19

Kravchenko, Angelina N., Oleg V. Lebedev, and Elena Yu Maksareva. "New condensation methods in the synthesis of bicyclic bisureas." Mendeleev Communications 10, no. 1 (January 2000): 27–28. http://dx.doi.org/10.1070/mc2000v010n01abeh001186.

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20

Maas, Gerhard, Ralf Brückmann, and Bernhard Feith. "Dication ethers. 7. Dication ether salts from cyclic bisureas." Journal of Heterocyclic Chemistry 22, no. 3 (May 1985): 907–10. http://dx.doi.org/10.1002/jhet.5570220358.

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21

Zhang, Dushan, Jinping Chen, Yi Zeng, Tianjun Yu, and Yi Li. "Bisurea-Functionalized Macrocycles: Synthesis and Halide Anion-Response." Chinese Journal of Organic Chemistry 33, no. 1 (2013): 110. http://dx.doi.org/10.6023/cjoc201209006.

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22

Ribagnac, Philippe, Caroline Cannizzo, Rachel Méallet-Renault, Gilles Clavier, Pierre Audebert, Robert Pansu, and Laurent Bouteiller. "Fluorescent Labeling of a Bisurea-Based Supramolecular Polymer." Journal of Physical Chemistry B 117, no. 6 (February 2013): 1958–66. http://dx.doi.org/10.1021/jp307829x.

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23

Harris, Robert F., and Jason E. Kinney. "Thermal oligomerization of N,N′-(1,6-hexanediyl)bisurea." Polymer 35, no. 17 (August 1994): 3766–68. http://dx.doi.org/10.1016/0032-3861(94)90559-2.

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24

Krajovic, Daniel M., and Mitchell Anthamatten. "Melt-Processable Shape-Memory Elastomers Containing Bisurea Segments." ACS Applied Polymer Materials 3, no. 4 (March 4, 2021): 2082–87. http://dx.doi.org/10.1021/acsapm.1c00129.

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25

Odagi, Minami, Kazuo Nagasawa, Keisuke Hosoya, and Yoshiharu Yamamoto. "Oxidative Kinetic Resolution of cis-Fused Tricyclic 1-Tetralone Derivatives by Guanidine–Bisurea Bifunctional Organocatalyst." Synlett 28, no. 11 (February 24, 2017): 1305–9. http://dx.doi.org/10.1055/s-0036-1588151.

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We present an enantioselective synthesis of cis-fused tricyclic 1-tetralones via oxidative kinetic resolution in the presence of cumene hydroperoxide (CHP) and guanidine–bisurea bifunctional organocatalyst. This reaction affords the corresponding α-hydroxylation products together with unreacted tetralones in good to high enantioselectivity, with s values as high as 42. The reaction was successfully applied for the synthesis of the core structure of a kainoid derivative, 4-(2-methoxyphenyl)-2-carboxy-3-pyrrolidineacetic acid (MFPA).

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26

Moore, Stephen J., Cally J. E. Haynes, Jorge González, Jennifer L. Sutton, Simon J. Brooks, Mark E. Light, Julie Herniman, et al. "Chloride, carboxylate and carbonate transport by ortho-phenylenediamine-based bisureas." Chem. Sci. 4, no. 1 (2013): 103–17. http://dx.doi.org/10.1039/c2sc21112b.

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27

Pal, Asish, Pol Besenius, and Rint P. Sijbesma. "Self-Sorting in Rodlike Micelles of Chiral Bisurea Bolaamphiphiles." Journal of the American Chemical Society 133, no. 33 (August 24, 2011): 12987–89. http://dx.doi.org/10.1021/ja205345e.

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28

Rodríguez-Llansola, Francisco, Daniel Hermida-Merino, Belén Nieto-Ortega, Francisco J. Ramírez, Juan T. López Navarrete, Juan Casado, Ian W. Hamley, Beatriu Escuder, Wayne Hayes, and Juan F. Miravet. "Self-Assembly Studies of a Chiral Bisurea-Based Superhydrogelator." Chemistry - A European Journal 18, no. 46 (September 27, 2012): 14725–31. http://dx.doi.org/10.1002/chem.201200707.

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29

Paik, Ik-Hyeon, Deepak Tapriyal, Robert M Enick, and Andrew D Hamilton. "Fiber Formation by Highly CO2-Soluble Bisureas Containing Peracetylated Carbohydrate Groups." Angewandte Chemie International Edition 46, no. 18 (April 27, 2007): 3284–87. http://dx.doi.org/10.1002/anie.200604844.

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30

Kravchenko, Angelina N., Oleg V. Lebedev, and Elena Yu Maksareva. "ChemInform Abstract: New Condensation Methods in the Synthesis of Bicyclic Bisureas." ChemInform 31, no. 24 (June 8, 2010): no. http://dx.doi.org/10.1002/chin.200024120.

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31

Paik, Ik-Hyeon, Deepak Tapriyal, Robert M Enick, and Andrew D Hamilton. "Fiber Formation by Highly CO2-Soluble Bisureas Containing Peracetylated Carbohydrate Groups." Angewandte Chemie 119, no. 18 (April 27, 2007): 3348–51. http://dx.doi.org/10.1002/ange.200604844.

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32

Ranganathan, Darshan, C. Lakshmi, and Isabella L. Karle. "Hydrogen-Bonded Self-Assembled Peptide Nanotubes from Cystine-Based Macrocyclic Bisureas." Journal of the American Chemical Society 121, no. 26 (July 1999): 6103–7. http://dx.doi.org/10.1021/ja9903025.

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33

Stapf, Manuel, Wilhelm Seichter, and Edwin Weber. "Synthesis and UV/Vis analysis of amino acid-derived bisurea-type receptors involving anion complexation." Zeitschrift für Naturforschung B 70, no. 6 (June 1, 2015): 409–19. http://dx.doi.org/10.1515/znb-2015-0017.

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AbstractSixteen new bisurea compounds incorporating versatile proteinogenic amino acids as well as nipecotic acid have been synthesized via addition reaction to aryl diisocyanates. The products were analytically characterized and their ability for anion recognition was studied by UV/Vis spectroscopy. In the presence of fluoride, acetate or dihydrogenphosphate ions, hyperchromic and bathochromic peak shifts were determined. By way of contrast, bromide, iodide, or hydrogensulfate ions cause no significant change of absorbance. The special effect of heterocyclic derivatives was explained by molecular modeling calculations. In addition, the crystal structure of the byproduct dimethyl N,N′-(1,4-phenylene)dicarbamate is discussed.

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34

Odame, Felix, Eric Hosten, and Zenixole R. Tshentu. "Metal-mediated reactions towards the synthesis of a novel deaminolysed bisurea, dicarbamolyamine." Open Chemistry 16, no. 1 (June 1, 2018): 535–43. http://dx.doi.org/10.1515/chem-2018-0058.

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AbstractA new selective cobalt acetate tetrahydrate or cerium nitrate hexahydrate mediated cleavage of the C–N bond of a benzoyl isothiocyanate derivative to give (carbamoylamino)methanethioamide is presented. The cleavage of the C–N could not be achieved in the absence of thione. The novel silver-mediated conversion of a thione to the carbonyl was achieved on 1-((benzamido)formyl)urea and replicated on (carbamoylamino)methanethioamide to give the deaminolyzed bisurea (dicarbamolyamine). The compounds were characterized by IR, NMR, microanalysis and GC–MS. The single crystal X–ray diffraction studies of the crystal structures of compounds I, II, III and V is discussed.

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35

Vos, Matthijn R. J., Philippe E. L. G. Leclère, Hugo Meekes, Elias Vlieg, Roeland J. M. Nolte, and Nico A. J. M. Sommerdijk. "Kinetic switching between two modes of bisurea surfactant self-assembly." Chemical Communications 46, no. 33 (2010): 6063. http://dx.doi.org/10.1039/c0cc00967a.

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36

Pal, Asish, Panayiotis Voudouris, Marcel M. E. Koenigs, Pol Besenius, Hans M. Wyss, Volkan Degirmenci, and Rint P. Sijbesma. "Topochemical polymerization in self-assembled rodlike micelles of bisurea bolaamphiphiles." Soft Matter 10, no. 7 (2014): 952. http://dx.doi.org/10.1039/c3sm52605d.

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37

Mellot, Gaëlle, Jean-Michel Guigner, Jacques Jestin, Laurent Bouteiller, François Stoffelbach, and Jutta Rieger. "Unexpected thermo-responsiveness of bisurea-functionalized hydrophilic polymers in water." Journal of Colloid and Interface Science 581 (January 2021): 874–83. http://dx.doi.org/10.1016/j.jcis.2020.07.147.

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38

Ruiz-Carretero, Amparo, José Ramón Ramírez, Ana Sánchez-Migallón, and Antonio de la Hoz. "Microwave-assisted selective and efficient synthesis of 1,3,5-triazinyl mono and bisureas." Tetrahedron 70, no. 9 (March 2014): 1733–39. http://dx.doi.org/10.1016/j.tet.2014.01.043.

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39

Mathew, Manjusha, and N. Sandhyarani. "Detection of glucose using immobilized bienzyme on cyclic bisureas–gold nanoparticle conjugate." Analytical Biochemistry 459 (August 2014): 31–38. http://dx.doi.org/10.1016/j.ab.2014.05.003.

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40

Satake, Akira, Yuki Ishizawa, Hiroshi Katagiri, and Shin-ichi Kondo. "Chloride Selective Macrocyclic Bisurea Derivatives with 2,2′-Binaphthalene Moieties as Spacers." Journal of Organic Chemistry 81, no. 20 (October 13, 2016): 9848–57. http://dx.doi.org/10.1021/acs.joc.6b01959.

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41

Boiocchi, Massimo, Maurizio Licchelli, Michele Milani, Antonio Poggi, and Donatella Sacchi. "Oxo-Anion Recognition by Mono- and Bisurea Pendant-Arm Macrocyclic Complexes." Inorganic Chemistry 54, no. 1 (December 22, 2014): 47–58. http://dx.doi.org/10.1021/ic501527k.

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42

Ressouche, Emilie, Sandrine Pensec, Benjamin Isare, Jacques Jestin, and Laurent Bouteiller. "Two-Component Self-Assemblies: Investigation of a Synergy between Bisurea Stickers." Langmuir 32, no. 44 (October 19, 2016): 11664–71. http://dx.doi.org/10.1021/acs.langmuir.6b03325.

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43

Shikata, Toshiyuki, Takuya Nishida, Benjamin Isare, Mathieu Linares, Roberto Lazzaroni, and Laurent Bouteiller. "Structure and Dynamics of a Bisurea-Based Supramolecular Polymer inn-Dodecane." Journal of Physical Chemistry B 112, no. 29 (July 2008): 8459–65. http://dx.doi.org/10.1021/jp800495v.

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44

PHILP, D. "ChemInform Abstract: The Assembly of New Materials Incorporating Macropolycyclic Bisurea Hosts." ChemInform 28, no. 25 (August 3, 2010): no. http://dx.doi.org/10.1002/chin.199725289.

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45

Wang, Suansuan, Kaiqiang Liu, Sheng Gao, Jinqiang Wang, Ravi Kumar Marella, and Yu Fang. "Dynamic covalent bonding-triggered supramolecular gelation derived from tetrahydroxy-bisurea derivatives." Soft Matter 13, no. 45 (2017): 8609–17. http://dx.doi.org/10.1039/c7sm02013a.

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46

Pierce, Aaron M., Paul J. Maslanka, Andrew J. Carr, and Karla S. McCain. "Using Fourier Transform Infrared Spectroscopy to Examine Structure in Bisurea Organogels." Applied Spectroscopy 61, no. 4 (April 2007): 379–87. http://dx.doi.org/10.1366/000370207780466145.

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47

Ivanov, E. V., V. K. Abrosimov, N. G. Ivanova, and E. Yu Lebedeva. "Temperature effect on the volume properties of a bisurea aqueous solutions." Russian Chemical Bulletin 56, no. 10 (October 2007): 1996–99. http://dx.doi.org/10.1007/s11172-007-0311-x.

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48

Yakovenko, Anton V., Vyacheslav I. Boyko, Vitaly I. Kalchenko, Laura Baldini, Alessandro Casnati, Francesco Sansone, and Rocco Ungaro. "N-Linked Peptidocalix[4]arene Bisureas as Enantioselective Receptors for Amino Acid Derivatives." Journal of Organic Chemistry 72, no. 9 (April 2007): 3223–31. http://dx.doi.org/10.1021/jo062410x.

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49

Bryantsev, Vyacheslav S., and Benjamin P. Hay. "De Novo Structure-Based Design of Bisurea Hosts for Tetrahedral Oxoanion Guests." Journal of the American Chemical Society 128, no. 6 (February 2006): 2035–42. http://dx.doi.org/10.1021/ja056699w.

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50

Aslam, Afshan, Imran Ali Hashmi, Viqar-uddin Ahmed, and Firdous Imran Ali. "Synthesis of Supramolecular Organogels Derived from Urea and Bisurea Derivatives of Dehydroabietylamine." Synthetic Communications 43, no. 20 (October 18, 2013): 2824–31. http://dx.doi.org/10.1080/00397911.2012.745157.

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