Abstract:
Alkylation of p-tert-butylcalix[4]arenes with alkyl bromides or iodides under microwave irradiation affords mostly the corresponding distal disubstituted ethers, whereas in case of alkyl chlorides reasonable yields of monoethers were achieved.
Citation:
V. A. Burilov, R. I. Nugmanov, R. R. Ibragimova, S. E. Solovieva, I. S. Antipin, A. I. Konovalov, “Microwave-assisted Alkylation of p-tert-butylcalix[4]arene Lower Rim: The Effect of Alkyl Halides”, Mendeleev Commun., 23:2 (2013), 113–115
Linking options:
https://www.mathnet.ru/eng/mendc2634
https://www.mathnet.ru/eng/mendc/v23/i2/p113
This publication is cited in the following 10 articles:
V. A. Burilov, R. N. Belov, R. I. Nugmanov, S. E. Solovieva, I. S. Antipin, “Hydrazine-mediated C-O bond reductive cleavage in some bis- and mono-O-substituted derivatives of 4-tert-butylcalix[4]arene”, Russ Chem Bull, 71:7 (2022), 1497
Alexandre Miranda, Paula Marcos, José Ascenso, M. Robalo, Vasco Bonifácio, Mário Berberan-Santos, Neal Hickey, Silvano Geremia, “Conventional vs. Microwave- or Mechanically-Assisted Synthesis of Dihomooxacalix[4]arene Phthalimides: NMR, X-ray and Photophysical Analysis”, Molecules, 26:6 (2021), 1503
Quirina I. Roode-Gutzmer, Lara N. Holderied, Florian Glasneck, Berthold Kersting, Peter Fröhlich, Martin Bertau, “Scaling up the Synthesis of a Hydroxyquinoline-Functionalized p-tert-Butylcalix[4]arene”, Org. Process Res. Dev., 23:11 (2019), 2425
R. E. Whiteside, H. Q. Nimal Gunaratne, A. F. V. Muzio, P. Nockemann, “Selective monoalkylation of p-tert-butylcalix-[4]-arene in a methyl carbonate ionic liquid”, Chem. Commun., 54:85 (2018), 12037
Vladimir A Burilov, Guzaliya A Fatikhova, Mariya N Dokuchaeva, Ramil I Nugmanov, Diana A Mironova, Pavel V Dorovatovskii, Victor N Khrustalev, Svetlana E Solovieva, Igor S Antipin, “Synthesis of new p-tert-butylcalix[4]arene-based polyammonium triazolyl amphiphiles and their binding with nucleoside phosphates”, Beilstein J. Org. Chem., 14 (2018), 1980
Zhen Xu, Zao Sheng Lü, Lei Chen, “Enhanced etherification of calix[4]arenes by microwave irradiation”, J Incl Phenom Macrocycl Chem, 88:1-2 (2017), 77
Anton Muravev, Farida Galieva, Ol'ga Bazanova, Dilyara Sharafutdinova, Svetlana Solovieva, Igor Antipin, Alexander Konovalov, “Thiacalix[4]monocrowns with terpyridine functional groups as new structural units for luminescent polynuclear lanthanide complexes”, Supramolecular Chemistry, 28:5-6 (2016), 589
Mohsine Driowya, Aziza Saber, Hamid Marzag, Luc Demange, Khalid Bougrin, Rachid Benhida, “Microwave-Assisted Syntheses of Bioactive Seven-Membered, Macro-Sized Heterocycles and Their Fused Derivatives”, Molecules, 21:8 (2016), 1032
V. A. Burilov, R. R. Ibragimova, R. I. Nugmanov, R. R. Sitdikov, D. R. Islamov, O. N. Kataeva, S. E. Solov'eva, I. S. Antipin, “Effect of copper(I) on the conformation of the thiacalixarene platform in azide-alkyne cycloaddition”, Russ Chem Bull, 64:9 (2015), 2114
V. A. Burilov, R. I. Nugmanov, R. R. Ibragimova, S. E. Solovieva, I. S. Antipin, “'Click chemistry' in the synthesis of new amphiphilic 1,3-alternate thiacalixarenes”, Mendeleev Commun., 25:3 (2015), 177–179
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