caa a22 4500 467919747 CHVBK 20180406152913.0 cr unu---uuuuu 170328e20060301xx s 000 0 eng 10.1007/s00706-005-0433-5 doi (NATIONALLICENCE)springer-10.1007/s00706-005-0433-5 Amide-Amide Hydrogen Bonding. Semirubin Amides [Elektronische Daten] [Nicholas T. Salzameda, David A. Lightner] Summary.: Semirubins are analogs for one-half of the bilirubin structure and capable of intramolecular hydrogen bonding. Semirubin amides of ammonia and primary amines are also capable of intramolecular hydrogen bonding. From a combination of spectroscopic methods (1H NMR, NOE, and VPO), the primary amide is found to engage very effectively in intramolecular hydrogen bonding. The secondary and tertiary amides engage in both intramolecular (i) and intermolecular (ii) hydrogen bonding: N-methyl (i, monomer + ii, dimer), N-tert-butyl (ii, dimer), N,N-diethyl (i, monomer + ii, dimer). With an oxo-group at C(10), all of the amides are monomeric and most engage in intramolecular hydrogen bonding. Springer-Verlag/Wien, 2006 Keywords. Pyrrole nationallicence Conformational analysis nationallicence NMR nationallicence VPO nationallicence X-Ray nationallicence Salzameda Nicholas T. Department of Chemistry, University of Nevada, 89557-0020, Reno, Nevada aut Lightner David A. Department of Chemistry, University of Nevada, 89557-0020, Reno, Nevada aut Monatshefte für Chemie / Chemical Monthly Springer-Verlag 137/3(2006-03-01), 319-337 0026-9247 137:3<319 2006 137 706 https://doi.org/10.1007/s00706-005-0433-5 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s00706-005-0433-5 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Salzameda Nicholas T. Department of Chemistry, University of Nevada, 89557-0020, Reno, Nevada aut NATIONALLICENCE 700 1- Lightner David A. Department of Chemistry, University of Nevada, 89557-0020, Reno, Nevada aut NATIONALLICENCE 773 0- Monatshefte für Chemie / Chemical Monthly Springer-Verlag 137/3(2006-03-01), 319-337 0026-9247 137:3<319 2006 137 706 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer