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Bioorganometallic chemistry of 1, n´-disubstituted ferrocene oligoamides


Opačak, Saša; Perić, Berislav; Kirin, Srećko I.
Bioorganometallic chemistry of 1, n´-disubstituted ferrocene oligoamides // Programme and Abstracts / Lynam, Jason (ur.).
York: University of York, 2019. str. 32-32 (predavanje, međunarodna recenzija, sažetak, znanstveni)


Naslov
Bioorganometallic chemistry of 1, n´-disubstituted ferrocene oligoamides

Autori
Opačak, Saša ; Perić, Berislav ; Kirin, Srećko I.

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
Programme and Abstracts / Lynam, Jason - York : University of York, 2019, 32-32

Skup
9th International Symposium on Bioorganometallic Chemistry, York, Velika Britanija

Mjesto i datum
York, Velika Britanija, 28.07.-01.08.2019

Vrsta sudjelovanja
Predavanje

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
Amino acids ; ferrocene ; supramolecular

Sažetak
Ferrocenes substituted with chiral amino acids at both cyclopentadienyl rings show very interesting supramolecular interactions between the two substituents.[1] These 1, n´-disubstituted ferrocenes have served as inspiration for selective catalysts and supramolecular systems.[2, 3] Recently we discovered that a formal isomerization of one amide bond can yield very selective supramolecular catalysts.[4] Herein, we present the synthesis and characterization of 1, n´-disubstituted ferrocenes bearing pedant trans-1S, 2S-cyclohexanediamines instead of amino acids (2). The corresponding mono-substituted analogues (1) have been prepared for comparison. In particular, all compounds have been studied using NMR, IR, UV-Vis and CD spectroscopy, as well as mass spectrometry. In addition, the structural features have also been elucidated from several determined x-ray single crystal structures and DFT calculations. It is interesting to mention that disubstituted derivative 2a reveals significantly different CD spectra in dichloromethane and methanol, Figure 1, indicating a major change in supramolecular organization in solution.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
HRZZ-IP-2014-09-1461 - Minimalni umjetni enzimi: Proširenje primjene posredne indukcije na nove supstrate i nove asimetrične reakcije (Srećko Kirin, )

Ustanove
Institut "Ruđer Bošković", Zagreb