FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2802657910> ?p ?o ?g. }

• W2802657910 endingPage "1052" @default.
• W2802657910 startingPage "1052" @default.
• W2802657910 abstract "Azobenzenes are versatile compounds with a range of applications, including dyes and pigments, food additives, indicators, radical reaction initiators, molecular switches, etc. In this context, we report a general method for synthesizing o-aminoazobenzenes using the commercially available cobalt(II) tetraphenyl porphyrin [CoII(TPP)]. The net reaction is a formal dimerization of two phenyl azides with concomitant loss of two molecules of dinitrogen. The most commonly used methodology to synthesize azobenzenes is based on the initial diazotization of an aromatic primary amine at low temperatures, which then reacts with an electron rich aromatic nucleophile. As such, this limits the synthesis of azobenzenes with an amine functionality. In contrast, the method we report here relies heavily on the o-amine moiety and retains it in the product. The reaction is metal catalyzed and proceeds through a porphyrin Co(III)-nitrene radical intermediate, which is known to form on activation of organic azides at the cobalt center. The synthesized o-aminoazobenzenes are bathochromatically shifted, as compared to azobenzenes without amine substituents. Based on the crystal structure of one of the products, strong H-bonding between the N-atom of the azo functionality and the H of the NH2 substituent is shown to stabilize the trans isomeric form of the product. The NH2 substituents offers possibilities for further functionalization of the synthesized azo compounds." @default.
• W2802657910 created "2018-05-17" @default.
• W2802657910 creator A5029252935 @default.
• W2802657910 creator A5041729384 @default.
• W2802657910 date "2018-05-01" @default.
• W2802657910 modified "2023-10-14" @default.
• W2802657910 title "Porphyrin Co(III)-Nitrene Radical Mediated Pathway for Synthesis of o-Aminoazobenzenes" @default.
• W2802657910 cites W1977755191 @default.
• W2802657910 cites W1982356449 @default.
• W2802657910 cites W1988091937 @default.
• W2802657910 cites W1989405944 @default.
• W2802657910 cites W1993198318 @default.
• W2802657910 cites W2011393168 @default.
• W2802657910 cites W2022646701 @default.
• W2802657910 cites W2023271753 @default.
• W2802657910 cites W2026010121 @default.
• W2802657910 cites W2028010226 @default.
• W2802657910 cites W2039293281 @default.
• W2802657910 cites W2055563809 @default.
• W2802657910 cites W2058512049 @default.
• W2802657910 cites W2079223455 @default.
• W2802657910 cites W2080871125 @default.
• W2802657910 cites W2082037815 @default.
• W2802657910 cites W2084856161 @default.
• W2802657910 cites W2086834212 @default.
• W2802657910 cites W2094010434 @default.
• W2802657910 cites W2108895817 @default.
• W2802657910 cites W2132266602 @default.
• W2802657910 cites W2143981217 @default.
• W2802657910 cites W2148734015 @default.
• W2802657910 cites W2152770063 @default.
• W2802657910 cites W2154210943 @default.
• W2802657910 cites W2280596160 @default.
• W2802657910 cites W2468288616 @default.
• W2802657910 cites W2791867329 @default.
• W2802657910 cites W2900879334 @default.
• W2802657910 doi "https://doi.org/10.3390/molecules23051052" @default.
• W2802657910 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/6102545" @default.
• W2802657910 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/29723980" @default.
• W2802657910 hasPublicationYear "2018" @default.
• W2802657910 type Work @default.
• W2802657910 sameAs 2802657910 @default.
• W2802657910 citedByCount "8" @default.
• W2802657910 countsByYear W28026579102018 @default.
• W2802657910 countsByYear W28026579102019 @default.
• W2802657910 countsByYear W28026579102020 @default.
• W2802657910 countsByYear W28026579102021 @default.
• W2802657910 countsByYear W28026579102022 @default.
• W2802657910 crossrefType "journal-article" @default.
• W2802657910 hasAuthorship W2802657910A5029252935 @default.
• W2802657910 hasAuthorship W2802657910A5041729384 @default.
• W2802657910 hasBestOaLocation W28026579101 @default.
• W2802657910 hasConcept C131779359 @default.
• W2802657910 hasConcept C151730666 @default.
• W2802657910 hasConcept C161790260 @default.
• W2802657910 hasConcept C178790620 @default.
• W2802657910 hasConcept C178907741 @default.
• W2802657910 hasConcept C185592680 @default.
• W2802657910 hasConcept C188027245 @default.
• W2802657910 hasConcept C21951064 @default.
• W2802657910 hasConcept C2776568683 @default.
• W2802657910 hasConcept C2778689049 @default.
• W2802657910 hasConcept C2779343474 @default.
• W2802657910 hasConcept C2779480358 @default.
• W2802657910 hasConcept C38489247 @default.
• W2802657910 hasConcept C515602321 @default.
• W2802657910 hasConcept C75473681 @default.
• W2802657910 hasConcept C86803240 @default.
• W2802657910 hasConceptScore W2802657910C131779359 @default.
• W2802657910 hasConceptScore W2802657910C151730666 @default.
• W2802657910 hasConceptScore W2802657910C161790260 @default.
• W2802657910 hasConceptScore W2802657910C178790620 @default.
• W2802657910 hasConceptScore W2802657910C178907741 @default.
• W2802657910 hasConceptScore W2802657910C185592680 @default.
• W2802657910 hasConceptScore W2802657910C188027245 @default.
• W2802657910 hasConceptScore W2802657910C21951064 @default.
• W2802657910 hasConceptScore W2802657910C2776568683 @default.
• W2802657910 hasConceptScore W2802657910C2778689049 @default.
• W2802657910 hasConceptScore W2802657910C2779343474 @default.
• W2802657910 hasConceptScore W2802657910C2779480358 @default.
• W2802657910 hasConceptScore W2802657910C38489247 @default.
• W2802657910 hasConceptScore W2802657910C515602321 @default.
• W2802657910 hasConceptScore W2802657910C75473681 @default.
• W2802657910 hasConceptScore W2802657910C86803240 @default.
• W2802657910 hasFunder F4320321800 @default.
• W2802657910 hasIssue "5" @default.
• W2802657910 hasLocation W28026579101 @default.
• W2802657910 hasLocation W28026579102 @default.
• W2802657910 hasLocation W28026579103 @default.
• W2802657910 hasLocation W28026579104 @default.
• W2802657910 hasLocation W28026579105 @default.
• W2802657910 hasOpenAccess W2802657910 @default.
• W2802657910 hasPrimaryLocation W28026579101 @default.
• W2802657910 hasRelatedWork W1970310972 @default.
• W2802657910 hasRelatedWork W1994651367 @default.
• W2802657910 hasRelatedWork W2013673333 @default.
• W2802657910 hasRelatedWork W2015424576 @default.
• W2802657910 hasRelatedWork W2018172175 @default.

• next