Artikel ; Online: 1,2,3-Triazole-containing azamacrocycles from chiral triazolopeptoids: synthesis and solid-state studies.
Chemistry (Weinheim an der Bergstrasse, Germany)
2024 , Seite(n) e202400904
Abstract: Two new chiral 1,2,3-triazole-containing macrocyclic oligoamides (i.e.: triazolopeptoid 4 and 5) were obtained through solid-phase synthesis of linear precursors followed by high dilution macrocyclization reaction. Theoretical (DFT) and spectroscopic ( ... ...
Abstract | Two new chiral 1,2,3-triazole-containing macrocyclic oligoamides (i.e.: triazolopeptoid 4 and 5) were obtained through solid-phase synthesis of linear precursors followed by high dilution macrocyclization reaction. Theoretical (DFT) and spectroscopic (NMR) studies revealed the intricate interplay between the Na-chiral side chains and their conformational attitudes. BH3-mediated reduction of the tertiary amide groups of known 1-3 and newly synthesized 4 gave novel azamacrocycles 6-9. Detection of borane complexes of azamacrocycles 6 and 9 (i.e.: 10 and 11), corroborated by X-ray diffraction studies, demonstrated the peculiar properties of 1,2,3-triazole-containing macrorings. |
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Sprache | Englisch |
Erscheinungsdatum | 2024-05-03 |
Erscheinungsland | Germany |
Dokumenttyp | Journal Article |
ZDB-ID | 1478547-X |
ISSN | 1521-3765 ; 0947-6539 |
ISSN (online) | 1521-3765 |
ISSN | 0947-6539 |
DOI | 10.1002/chem.202400904 |
Datenquelle | MEDical Literature Analysis and Retrieval System OnLINE |
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