Matches in SemOpenAlex for { <https://semopenalex.org/work/W3111032321> ?p ?o ?g. }
Showing items 1 to 88 of
88
with 100 items per page.
- W3111032321 abstract "The possibilities of 2-amino-3,3-dichloroacrylonitrile (ADAN) used for the construction of macrocyclic structures such as cyclophanes with two oxazole fragments are investigated. For this purpose, bifunctional reagents were used in the classic ADAN transformation into 5-amino-4-cyanooxazoles (sequential treatment of ADAN with acyl chloride and a primary or secondary amine). As a result of the reaction of 2,2'-(1,2-phenylene)-diacetyl chloride with 2 eq of ADAN, a compound with two acrylonitrile fragments, 2,2' - (1,2-phenylene)bis(N- (2,2-dichloro-1-cyanovinyl)acetamide), was obtained. In this substance, both ADAN residues can interact with amines and form oxazole cycles: for example, the treatment with an excess of dimethylamine produces 2,2' - (1,2-phenylenebis(methylene))bis(5-(dimethylamino)oxazole-4-carbonitrile). The target macrocyclic structure was obtained by the interaction of 2,2' - (1,2-phenylene)bis(N-(2,2-dichloro-1-cyanovinyl)acetamide) with butane-1,4-diamine, as a result the simultaneous forming of both oxazole rings and an aliphatic bridge connected with them was happened. At this stage, it was used a procedure, that is typical of the creation of macrocyclic structures based on polyfunctional reagents, — strong dilution (about 0.04 M). The molecule of the synthesized 6,11-diaza-1,5(2,5)-dioxazole-3(1,2)-benzenecycloundecaphan-14,54-dicarbonitrile has high spatial symmetry, which is confirmed by the presence of only one series of peaks in the 1H and 13C NMR spectra (for example, the butane-1,4-diamine fragment in the aliphatic part of the spectrum looks likes two triplets). The formation of a macrocyclic structure is evidenced by HPLC-MS data, as well as homo- and heteronuclear correlations in the NMR spectra. The proposed procedure for the synthesis of 6,11-diaza-1,5(2,5)-dioxazole-3(1,2)-benzenecycloundecaphan- 14,54-dicarbonitrile is based on the use of simple and inexpensive reagents, and the total yield of the target substance in two stages starting with the 2,2' - (1,2-phenylene)diacetyl chloride, is 51 %." @default.
- W3111032321 created "2020-12-21" @default.
- W3111032321 creator A5009744325 @default.
- W3111032321 creator A5020101628 @default.
- W3111032321 creator A5023158100 @default.
- W3111032321 creator A5065406236 @default.
- W3111032321 creator A5076173872 @default.
- W3111032321 date "2020-01-01" @default.
- W3111032321 modified "2023-09-23" @default.
- W3111032321 title "Two-stage threecomponent synthesis of 6,11-diaza-1,5(2,5)-dioxazole- 3(1,2)-benzenecycloundecapha ne-14,54- dicarbonitrile" @default.
- W3111032321 cites W1529949872 @default.
- W3111032321 cites W2001562506 @default.
- W3111032321 cites W2008585770 @default.
- W3111032321 cites W2010924022 @default.
- W3111032321 cites W2011767955 @default.
- W3111032321 cites W2039261416 @default.
- W3111032321 cites W2050754756 @default.
- W3111032321 cites W2079547513 @default.
- W3111032321 cites W2081493103 @default.
- W3111032321 cites W2313967555 @default.
- W3111032321 cites W2333661106 @default.
- W3111032321 cites W2610592973 @default.
- W3111032321 cites W3007488362 @default.
- W3111032321 cites W4243978060 @default.
- W3111032321 doi "https://doi.org/10.15407/dopovidi2020.11.071" @default.
- W3111032321 hasPublicationYear "2020" @default.
- W3111032321 type Work @default.
- W3111032321 sameAs 3111032321 @default.
- W3111032321 citedByCount "0" @default.
- W3111032321 crossrefType "journal-article" @default.
- W3111032321 hasAuthorship W3111032321A5009744325 @default.
- W3111032321 hasAuthorship W3111032321A5020101628 @default.
- W3111032321 hasAuthorship W3111032321A5023158100 @default.
- W3111032321 hasAuthorship W3111032321A5065406236 @default.
- W3111032321 hasAuthorship W3111032321A5076173872 @default.
- W3111032321 hasBestOaLocation W31110323211 @default.
- W3111032321 hasConcept C155647269 @default.
- W3111032321 hasConcept C161790260 @default.
- W3111032321 hasConcept C178790620 @default.
- W3111032321 hasConcept C185592680 @default.
- W3111032321 hasConcept C18705241 @default.
- W3111032321 hasConcept C188027245 @default.
- W3111032321 hasConcept C2776026683 @default.
- W3111032321 hasConcept C2776730177 @default.
- W3111032321 hasConcept C2777454769 @default.
- W3111032321 hasConcept C2778203186 @default.
- W3111032321 hasConcept C2778695967 @default.
- W3111032321 hasConcept C2778717364 @default.
- W3111032321 hasConcept C2780871995 @default.
- W3111032321 hasConcept C32909587 @default.
- W3111032321 hasConcept C40875361 @default.
- W3111032321 hasConcept C521977710 @default.
- W3111032321 hasConcept C71240020 @default.
- W3111032321 hasConceptScore W3111032321C155647269 @default.
- W3111032321 hasConceptScore W3111032321C161790260 @default.
- W3111032321 hasConceptScore W3111032321C178790620 @default.
- W3111032321 hasConceptScore W3111032321C185592680 @default.
- W3111032321 hasConceptScore W3111032321C18705241 @default.
- W3111032321 hasConceptScore W3111032321C188027245 @default.
- W3111032321 hasConceptScore W3111032321C2776026683 @default.
- W3111032321 hasConceptScore W3111032321C2776730177 @default.
- W3111032321 hasConceptScore W3111032321C2777454769 @default.
- W3111032321 hasConceptScore W3111032321C2778203186 @default.
- W3111032321 hasConceptScore W3111032321C2778695967 @default.
- W3111032321 hasConceptScore W3111032321C2778717364 @default.
- W3111032321 hasConceptScore W3111032321C2780871995 @default.
- W3111032321 hasConceptScore W3111032321C32909587 @default.
- W3111032321 hasConceptScore W3111032321C40875361 @default.
- W3111032321 hasConceptScore W3111032321C521977710 @default.
- W3111032321 hasConceptScore W3111032321C71240020 @default.
- W3111032321 hasLocation W31110323211 @default.
- W3111032321 hasLocation W31110323212 @default.
- W3111032321 hasOpenAccess W3111032321 @default.
- W3111032321 hasPrimaryLocation W31110323211 @default.
- W3111032321 hasRelatedWork W12643129 @default.
- W3111032321 hasRelatedWork W12994968 @default.
- W3111032321 hasRelatedWork W30983626 @default.
- W3111032321 hasRelatedWork W33565851 @default.
- W3111032321 hasRelatedWork W44312618 @default.
- W3111032321 hasRelatedWork W46384711 @default.
- W3111032321 hasRelatedWork W53285506 @default.
- W3111032321 hasRelatedWork W9479273 @default.
- W3111032321 hasRelatedWork W9890748 @default.
- W3111032321 hasRelatedWork W36776656 @default.
- W3111032321 isParatext "false" @default.
- W3111032321 isRetracted "false" @default.
- W3111032321 magId "3111032321" @default.
- W3111032321 workType "article" @default.