FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2023511772> ?p ?o ?g. }

• W2023511772 endingPage "15139" @default.
• W2023511772 startingPage "15128" @default.
• W2023511772 abstract "This paper describes the synthesis, self-assembly, and characterization of a new class of highly stable hydrazide-based quadruply hydrogen-bonded heterodimers. All of the hydrazide-derived heterodimers possess the complementary ADDA-DAAD hydrogen-bonding sequences. Hydrazide derivatives 1, which has two intramolecular S(6) RO.H-N hydrogen bonds, and 2 complex to afford two fastly exchanging isomeric heterodimers 1.2 and 1.2' in chloroform, as a result of two different conformational arrangements of 2. An average binding constant K(assoc) of 4.7 x 10(4) M(-)(1) was determined for heterodimer 1.2 and 1.2' by (1)H NMR titration of 1 with changing 2 in chloroform-d. In contrast, 1 binds 11 and 12, both of which are introduced with two intramolecular S(6) hydrogen bonds, to exclusively afford heterodimers 1.11 and 1.12, with K(assoc) values of 1.8 x 10(4) and 5.0 x 10(2) M(-)(1), respectively. Fluorine-containing 19, which has a hydrazide skeleton identical to that of 1 but two intramolecular S(6) F.H-N hydrogen bonds, can also complex with 2, 11, and 12, to afford heterodimers 19.2, 19.2', 19.11, and 19.12, with K(assoc) values of of 1.2 x 10(4) (average value for 19.2 and 19.2'), 5.4 x 10(3), and 1.9 x 10(2) M(-)(1), respectively. The structures of the new heterodimers have been proven with NOESY, IR, and VPO (for some of the heterodimers) experiments. Moreover, 1 and 19 can also strongly bind 2,7-dilauroylamido-1,8-naphthyridine 23 to afford dimers 1.23 and 19.23 with K(assoc) values of 6.0 x 10(5) and 1.4 x 10(5) M(-)(1), respectively. Adding 1 to the 1:1 solution of 23 and 1-octyl-3-(4-oxo-3,4-dihydro-pyrido[2,3-d]pyrimidin-2-yl)urea 24 or 1-octyl-3-(4-oxo-1,4-dihydro-pyrimidin-2-yl)urea 25, which had been developed initially by Zimmerman and Meijer, respectively, induces dimers 23.24 and 23.25 to dissociate, leading to the formation of dimers 1.23 and 24.24 or 25.25, respectively. The new hydrazide-based hydrogen-bonding modules described are useful building blocks for self-assembly and open a new avenue to recognition between discrete supramolecular species." @default.
• W2023511772 created "2016-06-24" @default.
• W2023511772 creator A5010381174 @default.
• W2023511772 creator A5023798621 @default.
• W2023511772 creator A5037483644 @default.
• W2023511772 creator A5051967182 @default.
• W2023511772 creator A5066407459 @default.
• W2023511772 creator A5089397318 @default.
• W2023511772 date "2003-11-12" @default.
• W2023511772 modified "2023-09-26" @default.
• W2023511772 title "Hydrazide-Based Quadruply Hydrogen-Bonded Heterodimers. Structure, Assembling Selectivity, and Supramolecular Substitution" @default.
• W2023511772 cites W1964395768 @default.
• W2023511772 cites W1975263049 @default.
• W2023511772 cites W1975877608 @default.
• W2023511772 cites W1976483388 @default.
• W2023511772 cites W1977163891 @default.
• W2023511772 cites W1980834739 @default.
• W2023511772 cites W1986411957 @default.
• W2023511772 cites W1988653878 @default.
• W2023511772 cites W1997380582 @default.
• W2023511772 cites W1998920258 @default.
• W2023511772 cites W1999716424 @default.
• W2023511772 cites W2000122226 @default.
• W2023511772 cites W2005389816 @default.
• W2023511772 cites W2005483469 @default.
• W2023511772 cites W2014499838 @default.
• W2023511772 cites W2014551800 @default.
• W2023511772 cites W2015169770 @default.
• W2023511772 cites W2026313962 @default.
• W2023511772 cites W2028448754 @default.
• W2023511772 cites W2032673316 @default.
• W2023511772 cites W2036841827 @default.
• W2023511772 cites W2039985930 @default.
• W2023511772 cites W2044432937 @default.
• W2023511772 cites W2052079189 @default.
• W2023511772 cites W2056188378 @default.
• W2023511772 cites W2056620347 @default.
• W2023511772 cites W2058090403 @default.
• W2023511772 cites W2068227412 @default.
• W2023511772 cites W2075560634 @default.
• W2023511772 cites W2088418407 @default.
• W2023511772 cites W2089553283 @default.
• W2023511772 cites W2092228259 @default.
• W2023511772 cites W2112567868 @default.
• W2023511772 cites W2113212145 @default.
• W2023511772 cites W2119583593 @default.
• W2023511772 cites W2122220082 @default.
• W2023511772 cites W2122248295 @default.
• W2023511772 cites W2123096077 @default.
• W2023511772 cites W2132107653 @default.
• W2023511772 cites W2143981217 @default.
• W2023511772 cites W2153378601 @default.
• W2023511772 cites W2158486184 @default.
• W2023511772 cites W2160854508 @default.
• W2023511772 cites W2163999571 @default.
• W2023511772 cites W2171108117 @default.
• W2023511772 cites W2950532542 @default.
• W2023511772 cites W2950990373 @default.
• W2023511772 cites W2952151160 @default.
• W2023511772 cites W2952834472 @default.
• W2023511772 cites W4210963845 @default.
• W2023511772 cites W4210979639 @default.
• W2023511772 doi "https://doi.org/10.1021/ja037312x" @default.
• W2023511772 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/14653748" @default.
• W2023511772 hasPublicationYear "2003" @default.
• W2023511772 type Work @default.
• W2023511772 sameAs 2023511772 @default.
• W2023511772 citedByCount "159" @default.
• W2023511772 countsByYear W20235117722012 @default.
• W2023511772 countsByYear W20235117722013 @default.
• W2023511772 countsByYear W20235117722014 @default.
• W2023511772 countsByYear W20235117722015 @default.
• W2023511772 countsByYear W20235117722016 @default.
• W2023511772 countsByYear W20235117722017 @default.
• W2023511772 countsByYear W20235117722018 @default.
• W2023511772 countsByYear W20235117722019 @default.
• W2023511772 countsByYear W20235117722020 @default.
• W2023511772 countsByYear W20235117722021 @default.
• W2023511772 countsByYear W20235117722022 @default.
• W2023511772 countsByYear W20235117722023 @default.
• W2023511772 crossrefType "journal-article" @default.
• W2023511772 hasAuthorship W2023511772A5010381174 @default.
• W2023511772 hasAuthorship W2023511772A5023798621 @default.
• W2023511772 hasAuthorship W2023511772A5037483644 @default.
• W2023511772 hasAuthorship W2023511772A5051967182 @default.
• W2023511772 hasAuthorship W2023511772A5066407459 @default.
• W2023511772 hasAuthorship W2023511772A5089397318 @default.
• W2023511772 hasConcept C103319777 @default.
• W2023511772 hasConcept C112887158 @default.
• W2023511772 hasConcept C115624301 @default.
• W2023511772 hasConcept C118792377 @default.
• W2023511772 hasConcept C161790260 @default.
• W2023511772 hasConcept C178790620 @default.
• W2023511772 hasConcept C185592680 @default.
• W2023511772 hasConcept C192406513 @default.
• W2023511772 hasConcept C2775998212 @default.
• W2023511772 hasConcept C2781144210 @default.
• W2023511772 hasConcept C32909587 @default.

• next