J 2011

1,6-Dibenzylglycoluril for synthesis of deprotected glycoluril dimer

ŠTANCL, Marek, Muhammad Shamsul Azim KHAN and Vladimír ŠINDELÁŘ

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

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10401 Organic chemistry

Country of publisher

United Kingdom of Great Britain and Northern Ireland

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

Impact factor

Impact factor: 3.025

RIV identification code

RIV/00216224:14310/11:00050112

Organization unit

Faculty of Science

UT WoS

000296546700013

Keywords in English

glycolurils; deprotection; alkylation

Tags

Změněno: 20/4/2012 11:21, Ing. Andrea Mikešková

Abstract

V originále

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 project
Name: CETOCOEN
GAP207/10/0695, research and development project
Name: Controlled Synthesis of Glycoluril Supramolecular Objects
Investor: Czech Science Foundation
MUNI/A/0980/2009, interní kód MU
Name: Molekulární a supramolekulární stavební bloky pro nanostrukturované materiály (Acronym: MOSTNAMAT)
Investor: Masaryk University, Category A