Straightforward synthesis and crystal structures of the 3-piperazine-bisbenzoxaboroles and their boronic acid analogs

Agnieszka Adamczyk-Woźniak , Krzysztof M. Borys , Izabela D. Madura , Stanisław Michałek , Alicja Pawełko

Abstract

The straightforward synthesis of a highly biologically active 3-piperazine-bisbenzoxaborole and its fluorine analog has been described. The obtained bisbenzoxaboroles have been used in the synthesis of their phenylboronic acids analogs. One diboronic acid has been also isolated as hydrochloride salt as well as its methyl monoester. All the described compounds display unique molecular architectures, which have been determined by X-ray measurements.
Author Agnieszka Adamczyk-Woźniak (FC / DPC)
Agnieszka Adamczyk-Woźniak,,
- Department Of Physical Chemistry
, Krzysztof M. Borys (FC / DPC)
Krzysztof M. Borys,,
- Department Of Physical Chemistry
, Izabela D. Madura (FC / CICSST)
Izabela D. Madura,,
- Chair Of Inorganic Chemistry And Solid State Technology
, Stanisław Michałek (FC / DPC)
Stanisław Michałek,,
- Department Of Physical Chemistry
, Alicja Pawełko (FC / DPC)
Alicja Pawełko,,
- Department Of Physical Chemistry
Journal seriesTetrahedron, ISSN 0040-4020
Issue year2013
Vol69
No42
Pages8936-8942
Publication size in sheets0.5
Keywords in Englishbenzoxaborole, diboronic, bisboronic, monoester, piperazine, boronic acid
ASJC Classification1605 Organic Chemistry; 3002 Drug Discovery; 1303 Biochemistry
DOIDOI:10.1016/j.tet.2013.07.102
URL http://www.sciencedirect.com/science/article/pii/S0040402013012362
Languageen angielski
File
tetrahedron_2013_69_8936.pdf 524.84 KB
Score (nominal)30
Score sourcejournalList
ScoreMinisterial score = 30.0, 15-11-2019, ArticleFromJournal
Ministerial score (2013-2016) = 30.0, 15-11-2019, ArticleFromJournal
Publication indicators Scopus Citations = 17; WoS Citations = 15; Scopus SNIP (Source Normalised Impact per Paper): 2014 = 0.905; WoS Impact Factor: 2013 = 2.817 (2) - 2013=2.772 (5)
Citation count*7 (2016-06-01)
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