Conformational analysis of heteroannularly substituted ferrocene oligoamides

Publikationstyp:
Zeitschriftenaufsatz
Metadaten:
Autoren
  • Jasmina Lapic
  • Daniel Siebler
  • Katja Heinze
  • Vladimir Rapic
Autoren-URL
https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:000246655100008&DestLinkType=FullRecord&DestApp=WOS_CPL
DOI
10.1002/ejic.200601230
eISSN
1099-0682
Externe Identifier
  • Clarivate Analytics Document Solution ID: 170HZ
ISSN
1434-1948
Ausgabe der Veröffentlichung
14
Zeitschrift
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
Schlüsselwörter
  • conformation analysis
  • density functional calculations
  • hydrogen bonds
  • metallocenes
  • molecular modelling
Paginierung
2014 - 2024
Datum der Veröffentlichung
2007
Status
Published
Titel
Conformational analysis of heteroannularly substituted ferrocene oligoamides
Sub types
  • Article

Datenquelle: Web of Science (Lite)

Andere Metadatenquellen:
Abstract
<jats:title>Abstract</jats:title><jats:p>The main conformer of symmetrical conjugates of ferrocene‐1,1′‐dicarboxylic acid with natural amino acids – Fn(CO–AA<jats:sub>1–2</jats:sub>–OMe)<jats:sub>2</jats:sub> (type I, Fn = ferrocene‐1,1′‐diyl, AA = <jats:sc>L</jats:sc>‐α‐amino acid) – is supported by two hydrogen bonds between the peptide substituents. To compare intramolecular hydrogen bond patterns of type I conjugates with related asymmetrically substituted derivatives, type II (MeNHCO–Fn–CO–AA–OMe) and type III conjugates (MeNHCO–Fn–CO–AA–NHMe) were prepared in moderate‐to‐good yields in a few steps starting from 1′‐(methoxycarbonyl)ferrocene‐1‐carboxylic acid by using the HOBt/EDC method (AA = Gly, Ala, Val). <jats:sup>1</jats:sup>H NMR spectroscopic variation ratio analysis suggests that an increase in the steric demand of the amino acid side chains favours conformations with hydrogen‐bonded FnCO<jats:italic>NH</jats:italic>Me groups. CD spectroscopy of chiral derivatives reveals that (<jats:italic>P</jats:italic>)‐helical conformations predominate in solution. The experimental findings are in accordance with DFT calculations. (© Wiley‐VCH Verlag GmbH &amp; Co. KGaA, 69451 Weinheim, Germany, 2007)</jats:p>
Autoren
  • Jasmina Lapić
  • Daniel Siebler
  • Katja Heinze
  • Vladimir Rapić
DOI
10.1002/ejic.200601230
eISSN
1099-0682
ISSN
1434-1948
Ausgabe der Veröffentlichung
14
Zeitschrift
European Journal of Inorganic Chemistry
Sprache
en
Online publication date
2007
Paginierung
2014 - 2024
Datum der Veröffentlichung
2007
Status
Published
Herausgeber
Wiley
Herausgeber URL
http://dx.doi.org/10.1002/ejic.200601230
Datum der Datenerfassung
2023
Titel
Conformational Analysis of Heteroannularly Substituted Ferrocene Oligoamides
Ausgabe der Zeitschrift
2007

Datenquelle: Crossref

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