ŠTANCL, Marek, Muhammad Shamsul Azim KHAN and Vladimír ŠINDELÁŘ. 1,6-Dibenzylglycoluril for synthesis of deprotected glycoluril dimer. Tetrahedron. Oxford, England: Pergamon - Elsevier Science, 2011, vol. 67, No 46, p. 8937-8941. ISSN 0040-4020. Available from: https://dx.doi.org/10.1016/j.tet.2011.08.097.
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Basic information
Original name 1,6-Dibenzylglycoluril for synthesis of deprotected glycoluril dimer
Authors ŠTANCL, Marek (203 Czech Republic, belonging to the institution), Muhammad Shamsul Azim KHAN (50 Bangladesh, belonging to the institution) and Vladimír ŠINDELÁŘ (203 Czech Republic, guarantor, belonging to the institution).
Edition Tetrahedron, Oxford, England, Pergamon - Elsevier Science, 2011, 0040-4020.
Other information
Original language English
Type of outcome Article in a journal
Field of Study 10401 Organic chemistry
Country of publisher United Kingdom of Great Britain and Northern Ireland
Confidentiality degree is not subject to a state or trade secret
WWW URL
Impact factor Impact factor: 3.025
RIV identification code RIV/00216224:14310/11:00050112
Organization unit Faculty of Science
Doi http://dx.doi.org/10.1016/j.tet.2011.08.097
UT WoS 000296546700013
Keywords in English glycolurils; deprotection; alkylation
Tags AKR, rivok
Changed by Changed by: Ing. Andrea Mikešková, učo 137293. Changed: 20/4/2012 11:21.
Abstract
1,6-Dibenzylglycoluril is not accessible via classical condensation reaction between substituted urea and glyoxal. In this paper 1,6-dibenzylglycoluril was successfully prepared by alkylation of 1,6-diacetylglycoluril with benzylbromide for the first time. 1,6-Dibenzylglycoluril reacted with formaldehyde to give tetrabenzylglycoluril dimer. Deprotection of this dimer and the previously reported o-xylyleneglycoluril dimer was achieved by dissolving metal reduction, whereas propyleneglycoluril dimer was deprotected by action of potassium persulfate.
Links
ED0001/01/01, research and development projectName: CETOCOEN
GAP207/10/0695, research and development projectName: Controlled Synthesis of Glycoluril Supramolecular Objects
Investor: Czech Science Foundation
MUNI/A/0980/2009, interní kód MUName: Molekulární a supramolekulární stavební bloky pro nanostrukturované materiály (Acronym: MOSTNAMAT)
Investor: Masaryk University, Category A
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