Synthesis and self-assembly of 1-deoxyglucose derivatives as low molecular weight organogelators

Guijun Wang, Hao Yang, Sherwin Cheuk and Sherman Coleman
Beilstein J. Org. Chem. 2011, 7, 234–242.

Supporting Information

Supporting Information File 1: Yields and characterization data for compounds 10A10C to 18A18C.
Format: PDF Size: 158.5 KB Download
Supporting Information File 2: 1H and 13C NMR spectra of compounds 9A–18C.
Format: PDF Size: 8.0 MB Download

Cite the Following Article

Synthesis and self-assembly of 1-deoxyglucose derivatives as low molecular weight organogelators
Guijun Wang, Hao Yang, Sherwin Cheuk and Sherman Coleman
Beilstein J. Org. Chem. 2011, 7, 234–242.

How to Cite

Wang, G.; Yang, H.; Cheuk, S.; Coleman, S. Beilstein J. Org. Chem. 2011, 7, 234–242. doi:10.3762/bjoc.7.31

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Tyagi, R.; Singh, K.; Srivastava, N.; Sagar, R. Recent advances in carbohydrate-based gelators. Materials Advances 2023, 4, 3929–3950. doi:10.1039/d3ma00321c
  • Wang, G.; Wang, D.; Chen, A.; Okafor, I. S.; Samankumara, L. P. Design and Synthesis of α-Anomeric Diacetylene-Containing Glycosides as Photopolymerizable Molecular Gelators. ACS omega 2022, 7, 11330–11342. doi:10.1021/acsomega.2c00403
  • Gregorić, T.; Makarević, J.; Štefanić, Z.; Žinić, M.; Frkanec, L. Gamma Radiation- and Ultraviolet-Induced Polymerization of Bis(amino acid)fumaramide Gel Assemblies. Polymers 2022, 14, 214. doi:10.3390/polym14010214
  • Maslennikov, A. M.; Zalygin, A. V.; Shtykova, E. V.; Bovin, N. V.; Oleinikov, V. A. Small-angle X-ray (SAXS) and Raman spectroscopy studies of biot-CMG(2)-DOPE quasicrystalline phases. Journal of Physics: Conference Series 2021, 2058, 012018. doi:10.1088/1742-6596/2058/1/012018
  • Morris, J.; Bietsch, J.; Bashaw, K.; Wang, G. Recently Developed Carbohydrate Based Gelators and Their Applications. Gels (Basel, Switzerland) 2021, 7, 24. doi:10.3390/gels7010024
  • Kapros, A.; Balázs, A.; Harmat, V.; Háló, A.; Budai, L.; Pinter, I.; Menyhárd, D. K.; Perczel, A. Configuration-Controlled Crystal and/or Gel Formation of Protected d-Glucosamines Supported by Promiscuous Interaction Surfaces and a Conformationally Heterogeneous Solution State. Chemistry (Weinheim an der Bergstrasse, Germany) 2020, 26, 11643–11655. doi:10.1002/chem.202000882
  • Shimoga, G.; Shin, E.-J.; Kim, S.-Y. Silver-Nanoparticles Embedded Pyridine-Cholesterol Xerogels as Highly Efficient Catalysts for 4-Nitrophenol Reduction. Materials (Basel, Switzerland) 2020, 13, 1486. doi:10.3390/ma13071486
  • Morris, J.; Kozlowski, P.; Wang, G. Synthesis and Characterization of Hybrid Glycolipids as Functional Organogelators and Hydrogelators. Langmuir : the ACS journal of surfaces and colloids 2019, 35, 14639–14650. doi:10.1021/acs.langmuir.9b02347
  • Shimizu, Y.; Takeuchi, H.; Takeuchi, R.; Ichikawa, T. Amphotropic liquid-crystalline behaviour of glycolipids in amino acid ionic liquids. Liquid Crystals 2019, 46, 1298–1306. doi:10.1080/02678292.2019.1591532
  • Chen, A.; Okafor, I. S.; Garcia, C.; Wang, G. Synthesis and self-assembling properties of 4,6-O-benzylidene acetal protected D-glucose and D-glucosamine β-1,2,3-triazole derivatives. Carbohydrate research 2018, 461, 60–75. doi:10.1016/j.carres.2018.02.011
  • Mitra, A.; Sarkar, V.; Mukhopadhyay, B. Simple Carbohydrate‐Derived Multifunctional Gels. ChemistrySelect 2017, 2, 9958–9961. doi:10.1002/slct.201701495
  • Okafor, I. S.; Wang, G. Synthesis and gelation property of a series of disaccharide triazole derivatives. Carbohydrate research 2017, 451, 81–94. doi:10.1016/j.carres.2017.09.008
  • Huang, Y.; Li, H.; Li, Z.; Zhang, Y.; Cao, W.; Wang, L.; Liu, S. Unusual C-I···O Halogen Bonding in Triazole Derivatives: Gelation Solvents at Two Extremes of Polarity and Formation of Superorganogels. Langmuir : the ACS journal of surfaces and colloids 2016, 33, 311–321. doi:10.1021/acs.langmuir.6b03691
  • Gao, Y.; Hao, J.; Wu, J.; Li, Y.; Lin, Y.; Hu, J.; Ju, Y. Cooperative supramolecular helical assembly of a pyridinium-tailored methyl glycyrrhetate. Soft matter 2016, 12, 8979–8982. doi:10.1039/c6sm02142e
  • Wang, L.; Huo, Z.; Tao, L.; Zhu, J.; Zhang, C.; Chen, S.; Dai, S. Quasi-solid-state dye-sensitized solar cell based on gel electrolyte with high gel to solution transition temperature using low molecular mass organogelator. Journal of Photochemistry and Photobiology A: Chemistry 2016, 329, 139–145. doi:10.1016/j.jphotochem.2016.05.027
  • Wang, L.; Huo, Z.; Tao, L.; Zhu, J.; Chen, S.; Pan, X.; Dai, S. Effect of the self-assembled gel network formed from a low molecular mass organogelator on the electron kinetics in quasi-solid-state dye-sensitized solar cells. Science China Materials 2016, 59, 787–796. doi:10.1007/s40843-016-5092-x
  • Krishnan, B. P.; Sureshan, K. M. A Molecular-Level Study of Metamorphosis and Strengthening of Gels by Spontaneous Polymorphic Transitions. Chemphyschem : a European journal of chemical physics and physical chemistry 2016, 17, 3062–3067. doi:10.1002/cphc.201600590
  • Datta, S.; Bhattacharya, S. Multifarious facets of sugar-derived molecular gels: molecular features, mechanisms of self-assembly and emerging applications. Chemical Society reviews 2015, 44, 5596–5637. doi:10.1039/c5cs00093a
  • Gao, Y.; Hao, J.; Wu, J.; Zhang, X.; Hu, J.; Ju, Y. Supramolecular helical nanofibers assembled from a pyridinium-functionalized methyl glycyrrhetate amphiphile. Nanoscale 2015, 7, 13568–13575. doi:10.1039/c5nr03699b
  • Mangunuru, H. P. R.; Yerabolu, J. R.; Wang, G. Synthesis and study of N-acetyl d-glucosamine triazole derivatives as effective low molecular weight gelators. Tetrahedron Letters 2015, 56, 3361–3364. doi:10.1016/j.tetlet.2015.02.123
Other Beilstein-Institut Open Science Activities