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• W2553247962 endingPage "2489" @default.
• W2553247962 startingPage "2478" @default.
• W2553247962 abstract "Novel, functionalized piperazine derivatives were successfully synthesized and fully characterized by 1 H/ 13 C/ 19 F NMR, MS, elemental analysis and lipophilicity. All piperazine compounds occur as conformers resulting from the partial amide double bond. Furthermore, a second conformational shape was observed for all nitro derivatives due to the limited change of the piperazine chair conformation. Therefore, two coalescence points were determined and their resulting activation energy barriers were calculated using 1 H NMR. To support this result, single crystals of 1-(4-nitrobenzoyl)piperazine ( 3a , monoclinic, space group C 2/ c , a = 24.587(2), b = 7.0726(6), c = 14.171(1) Å, β = 119.257(8)°, V = 2149.9(4) Å 3 , Z = 4, D obs = 1.454 g/cm 3 ) and the alkyne derivative 4-(but-3-yn-1-yl)-1-(4-fluorobenzoyl)piperazine ( 4b , monoclinic, space group P 2 1 / n , a = 10.5982(2), b = 8.4705(1), c = 14.8929(3) Å, β = 97.430(1)°, V = 1325.74(4) Å 3 , Z = 4, D obs = 1.304 g/cm 3 ) were obtained from a saturated ethyl acetate solution. The rotational conformation of these compounds was also verified by XRD. As proof of concept for future labeling purposes, both nitropiperazines were reacted with [ 18 F]F – . To test the applicability of these compounds as possible 18 F-building blocks, two biomolecules were modified and chosen for conjugation either using the Huisgen-click reaction or the traceless Staudinger ligation." @default.
• W2553247962 created "2016-11-30" @default.
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• W2553247962 date "2016-11-21" @default.
• W2553247962 modified "2023-10-10" @default.
• W2553247962 title "Synthesis, dynamic NMR characterization and XRD studies of novel <i>N</i>,<i>N</i>’-substituted piperazines for bioorthogonal labeling" @default.
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• W2553247962 doi "https://doi.org/10.3762/bjoc.12.242" @default.
• W2553247962 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/5331263" @default.
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