FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2096282433> ?p ?o ?g. }

• W2096282433 endingPage "425" @default.
• W2096282433 startingPage "414" @default.
• W2096282433 abstract "A number of polydentate arylamide ligands have been prepared by coupling various acyclic tripodal or linear polyamines with derivatives of nicotinic and picolinic acids. Two synthetic procedures were utilized; tris{[(2-hydroxynicotinyl)carbonyl]-2-aminoethyl}amine (H 3 NICTREN) was prepared by Method A, the HOSu/DCC method, and the other arylamides in this study were prepared by Method B, the CDI method. Method A involved the reaction of N-hydroxysuccinimide with 2-hydroxynicotinic acid (in the presence of dicyclohexylcarbodiimide (DCC) as a dehydrative coupling reagent) to form the succinimide ester, followed by reaction with TREN to yield H 3 NICTREN. Method B involved reaction of a carboxylic acid (2-hydroxynicotinic, 3-hydroxypicolinic, nicotinic, or picolinic acids) with carbonyldiimidazole (CDI) to form the N-acylimidazolide, followed by reaction with the amine (TREN, TAME, spermidine, or TRPN) to yield the desired arylamide. The X-ray structure of 1,1,1-tris{[(3-hydroxypicolinyl)carbonyl]-2-aminomethyl}ethane (H 3 PICTAME) was determined; crystals of H 3 PICTAME are monoclinic, a = 10.257(2), b = 15.572(3), c = 15.208(2) Å, β = 96.124(15)°, Z = 4, space group P2 1 /a. The structure was solved by direct methods and refined by full-matrix least-squares procedures to R = 0.041 and R w = 0.038 for 2506 reflections with I >= 3 sigma (I). In the solid state, H 3 PICTAME contains an extensive hydrogen-bonding network, with eight intra- and one intermolecular H-bonds per molecule; the ligand is partially preorganized for metal ion chelation. The acid dissociation constants of H 3 NICTREN and those of 1,1,1-tris{[(2-hydroxynicotinyl)carbonyl]-2- aminomethyl}ethane (H 3 NICTAME) have been determined; pK a1 = 11.2 (10.68), pK a2 = 10.7 (10.58), pK a3 = 10.0 (9.71), and pK a4 = 6.25 for H 3 NICTREN (H 3 NICTAME); the high phenolic pK a 's are consistent with the hydrogen bonding observed in the solid state.Key words: arylamide, hydrogen bonding, preorganization." @default.
• W2096282433 created "2016-06-24" @default.
• W2096282433 creator A5037147116 @default.
• W2096282433 creator A5047231790 @default.
• W2096282433 creator A5061075015 @default.
• W2096282433 creator A5075100949 @default.
• W2096282433 creator A5090216388 @default.
• W2096282433 creator A5060249021 @default.
• W2096282433 date "1998-04-01" @default.
• W2096282433 modified "2023-09-25" @default.
• W2096282433 title "Tripodal trisamides based on nicotinic and picolinic acid derivatives" @default.
• W2096282433 cites W1974714900 @default.
• W2096282433 cites W1976162529 @default.
• W2096282433 cites W1977983571 @default.
• W2096282433 cites W1978320672 @default.
• W2096282433 cites W1980079553 @default.
• W2096282433 cites W1984030246 @default.
• W2096282433 cites W1986094359 @default.
• W2096282433 cites W1996666690 @default.
• W2096282433 cites W2003753040 @default.
• W2096282433 cites W2014891973 @default.
• W2096282433 cites W2016459633 @default.
• W2096282433 cites W2016591946 @default.
• W2096282433 cites W2020350639 @default.
• W2096282433 cites W2035005669 @default.
• W2096282433 cites W2064372582 @default.
• W2096282433 cites W2069607377 @default.
• W2096282433 cites W2070458959 @default.
• W2096282433 cites W2071603407 @default.
• W2096282433 cites W2076236814 @default.
• W2096282433 cites W2076347457 @default.
• W2096282433 cites W2092391288 @default.
• W2096282433 cites W2121605505 @default.
• W2096282433 cites W2124011825 @default.
• W2096282433 cites W2167590372 @default.
• W2096282433 cites W2314724257 @default.
• W2096282433 cites W2318456319 @default.
• W2096282433 cites W2322616200 @default.
• W2096282433 cites W2952209415 @default.
• W2096282433 cites W3005002316 @default.
• W2096282433 cites W3005433605 @default.
• W2096282433 cites W4250672055 @default.
• W2096282433 doi "https://doi.org/10.1139/v98-030" @default.
• W2096282433 hasPublicationYear "1998" @default.
• W2096282433 type Work @default.
• W2096282433 sameAs 2096282433 @default.
• W2096282433 citedByCount "10" @default.
• W2096282433 countsByYear W20962824332013 @default.
• W2096282433 countsByYear W20962824332014 @default.
• W2096282433 countsByYear W20962824332021 @default.
• W2096282433 crossrefType "journal-article" @default.
• W2096282433 hasAuthorship W2096282433A5037147116 @default.
• W2096282433 hasAuthorship W2096282433A5047231790 @default.
• W2096282433 hasAuthorship W2096282433A5060249021 @default.
• W2096282433 hasAuthorship W2096282433A5061075015 @default.
• W2096282433 hasAuthorship W2096282433A5075100949 @default.
• W2096282433 hasAuthorship W2096282433A5090216388 @default.
• W2096282433 hasConcept C112887158 @default.
• W2096282433 hasConcept C116569031 @default.
• W2096282433 hasConcept C131779359 @default.
• W2096282433 hasConcept C134121241 @default.
• W2096282433 hasConcept C155647269 @default.
• W2096282433 hasConcept C170493617 @default.
• W2096282433 hasConcept C178790620 @default.
• W2096282433 hasConcept C185592680 @default.
• W2096282433 hasConcept C188987157 @default.
• W2096282433 hasConcept C191897082 @default.
• W2096282433 hasConcept C192562407 @default.
• W2096282433 hasConcept C197404232 @default.
• W2096282433 hasConcept C2776333044 @default.
• W2096282433 hasConcept C32909587 @default.
• W2096282433 hasConcept C40875361 @default.
• W2096282433 hasConcept C55493867 @default.
• W2096282433 hasConcept C71240020 @default.
• W2096282433 hasConceptScore W2096282433C112887158 @default.
• W2096282433 hasConceptScore W2096282433C116569031 @default.
• W2096282433 hasConceptScore W2096282433C131779359 @default.
• W2096282433 hasConceptScore W2096282433C134121241 @default.
• W2096282433 hasConceptScore W2096282433C155647269 @default.
• W2096282433 hasConceptScore W2096282433C170493617 @default.
• W2096282433 hasConceptScore W2096282433C178790620 @default.
• W2096282433 hasConceptScore W2096282433C185592680 @default.
• W2096282433 hasConceptScore W2096282433C188987157 @default.
• W2096282433 hasConceptScore W2096282433C191897082 @default.
• W2096282433 hasConceptScore W2096282433C192562407 @default.
• W2096282433 hasConceptScore W2096282433C197404232 @default.
• W2096282433 hasConceptScore W2096282433C2776333044 @default.
• W2096282433 hasConceptScore W2096282433C32909587 @default.
• W2096282433 hasConceptScore W2096282433C40875361 @default.
• W2096282433 hasConceptScore W2096282433C55493867 @default.
• W2096282433 hasConceptScore W2096282433C71240020 @default.
• W2096282433 hasIssue "4" @default.
• W2096282433 hasLocation W20962824331 @default.
• W2096282433 hasOpenAccess W2096282433 @default.
• W2096282433 hasPrimaryLocation W20962824331 @default.
• W2096282433 hasRelatedWork W1970587968 @default.
• W2096282433 hasRelatedWork W1987755785 @default.
• W2096282433 hasRelatedWork W2002032965 @default.

• next