Login Register Cart 0
Generic placeholder image

Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Back
Journal Home About Journal Editorial Board Journal Insight Current Issue Volumes/Issues
Subscribe
Research Article

Synthesis and Crystal Structure of Calix[4]arene Derivative Containing 1,3-Diketo Moieties

Author(s): Xuemei Xu, Xuemei Xu, Zaigang Luo*, Zaigang Luo*, Chao Ma and Chao Ma

Volume 16, Issue 9, 2019

Page: [735 - 739] Pages: 5

DOI: 10.2174/1570178615666181102121349

Price: $65

Abstract

The synthesis of the calix[4]arene derivative containing 1,3-diketo moieties via direct Claisen condensation without protection of the unsubstituted phenolic OH groups is reported. Single crystal X-ray diffraction analysis reveals that the calix unit to be in a cone conformation incorporating two 1,3-diketo subunits disposed in alternate position at the lower rim. And the crystal packing reveals that the overall packing of the complex is staggered anti-parallelly.

Keywords: Calix[4]arene, 1, 3-diketo, claisen condensation, crystal structure, phenolic group, DKA.

« Previous Next »
Graphical Abstract

[1]
Gutsche, C.D. Calixarenes, Monographs in Supramolecular Chemistry; Royal Society of Chemistry: Cambridge, 1989.
[2]
Vicens, J.; Böhmer, V. Calixarenes: A Versatile Class of Macrocyclic Compounds; Kluwer Academic Publishers: Dordrecht, 1991.
[3]
Joseph, R.; Rao, C.P. Chem. Rev., 2011, 8, 4658-4702.
[4]
Baklouti, L.; Abidi, R.; Thuery, P.; Nierlich, M.; Asfari, Z.; Vicens, J. J. Incl. Phenom. Macrocycl. Chem., 2001, 40, 323-325.
[5]
Bi, X.; Sun, J.; Liu, W.L.; Yan, C.G. J. Incl. Phenom. Macrocycl. Chem., 2014, 80, 235-242.
[6]
Fischer, C.; Gruber, T.; Eissmann, D.; Seichter, W.; Weber, E. Cryst. Growth Des., 2011, 11, 1989-1994.
[7]
Roman, V.R.; Vyacheslav, I.B.; Vitaly, I.K. Curr. Med. Chem., 2009, 16, 1630-1655.
[8]
de Fátima, Â.; Fernandes, S.A.; Sabino, A.A. Curr. Drug Discov. Technol., 2009, 6, 151-170.
[9]
Luo, Z.G.; Xu, X.M.; Zhang, X.M.; Hu, L.M. Mini Rev. Med. Chem., 2013, 13, 1160-1165.
[10]
Mourer, M.; Psychogios, N.; Laumond, G.; Aubertin, A.M.; Regnouf-de-Vains, J.B. Bioorg. Med. Chem., 2010, 18, 36-45.
[11]
Dayam, R.; Gundla, R.; Al-Mawsawi, L.Q.; Neamti, N. Med. Res. Rev., 2008, 28, 118-154.
[12]
Grobler, J.A.; Stillmock, K.; Hu, B.; Witme, M.; Felock, P.; Espeseth, A.S.; Wolfe, A.; Egbertson, M.; Bourgeois, M.; Melamed, J.; Wai, J.S.; Young, S.; Vacca, J.; Hazuda, D. J. Proc. Natl. Acad. Sci. USA, 2002, 99, 6661-6666.
[13]
Bacchi, A.; Biemmi, M.; Carcelli, M.; Compari, C.; Fisicaro, E.; Rogolino, D.; Sechi, M.; Sippel, M.; Sotriffer, C.A.; Sanchez, T.W.; Neamati, N. J. Med. Chem., 2008, 51, 7253-7264.
[14]
Serrao, E.; Odde, S.; Ramkumar, K.; Neamati, N. Retrovirology, 2009, 6, 1-14.
[15]
Metifiot, M.; Marchand, C.; Maddali, K.; Pommier, Y. Viruses, 2010, 2, 1347-1366.
[16]
Wainberg, M.A.; Mesplede, T.; Quashie, P.K. Curr. Opin. Virol., 2012, 2, 656-662.
[17]
Luo, Z.G.; Zhao, Y.; Ma, C.; Xu, X.M.; Zhang, X.M.; Huang, N.Y.; He, H.Q. Chin. Chem. Lett., 2014, 25, 737-740.
[18]
Luo, Z.G.; Zhao, Y.; Ma, C.; Li, Z.P.; Xu, X.M.; Hu, L.M.; Huang, N.Y.; He, H.Q. Arch. Pharm. Chem. Life Sci., 2015, 348, 206-213.
[19]
Guillon, J.; Leger, J.M.; Sonnet, P.; Jarry, C.; Robba, M. J. Org. Chem., 2000, 65, 8283-8289.
[20]
Jaime, C.; De Mendoza, J.; Prados, P.; Nieto, P.M.; Sanchez, C. J. Org. Chem., 1991, 56, 3372-3376.
[21]
Zawadiak, J.; Mrzyczek, M. Spectrochim. Acta A Mol. Biomol. Spectrosc., 2012, 96, 815-819.
[22]
Bajaj, L.; Chawla, H.M.; Kumar, S.; Hundal, G.; Hundal, M.S. J. Incl. Phenom. Macrocycl. Chem., 2014, 78, 89-96.
[23]
Bruker 2000, SMART (Version 5.0), SAINT-plus (Version 6), SHELXTL (Version 6.1), and SADABS (Version 2.03); Bruker AXS Inc.: Madison, WI.
[24]
Gu, S.J.; Qin, D.B.; Jin, L.H. Chin. J. Struct. Chem., 2008, 27, 1035-1038.
[25]
Sheldrick, G.M. (1997) SHELXS-97, Program for X-ray Crystal Structure Solution. University of Göttingen, Germany.
[26]
Sheldrick, G.M. (1997) SHELXL-97, Program for the Refinement of Crystal Structure. University of Göttingen: Göttingen, Germany.

Rights & Permissions Print Cite
Article Metrics
29
3
© 2024 Bentham Science Publishers | Privacy Policy