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Supramolecular interactions in 1, n´-disubstituted ferrocene oligoamides


Opačak, Saša; Perić, Berislav; Kirin, Srećko I.
Supramolecular interactions in 1, n´-disubstituted ferrocene oligoamides // Book of Abstracts / Metrangolo, Pierangelo ; Bombelli, Francesca ; Terraneo, Giancarlo (ur.).
Lecce, 2019. str. P229-P229 (poster, međunarodna recenzija, sažetak, ostalo)


Naslov
Supramolecular interactions in 1, n´-disubstituted ferrocene oligoamides

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

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

Izvornik
Book of Abstracts / Metrangolo, Pierangelo ; Bombelli, Francesca ; Terraneo, Giancarlo - Lecce, 2019, P229-P229

Skup
14th International Symposium on Macrocyclic and Supramolecular Chemistry

Mjesto i datum
Lecce, Italija, 02-06.06.2019

Vrsta sudjelovanja
Poster

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 if compared to previous systems, 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 2 bearing pedant trans-1S, 2S-cyclohexanediamines instead of amino acids, Figure 1 (left). 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 (including 2a) and DFT calculations. It is interesting to mention that 2a reveals significantly different CD spectra in dichloromethane and methanol, Figure 1 (right), indicating a major change in supramolecular organization in solution. References 1 Kirin, S. I. ; Kraatz, H.-B. ; Metzler-Nolte, N. Chem. Soc. Rev. 2006, 35, 348-354. 2 Kokan, Z. ; Glasovac, Z. ; Majerić Elenkov, M. ; Gredičak, M. ; Jerić, I. ; Kirin, S. I. Organometallics 2014, 33, 4005-4015. 3 Kokan, Z. ; Kovačević, B. ; Štefanić, Z. ; Tzvetkova ; P. ; Kirin, S. I. Chem. Commun. 2018, 54, 2094-2097. 4 Opačak, S. ; Kokan, Z. ; Glasovac, Z. ; Perić, B. ; Kirin, S. I. Eur. J. Org. Chem. 2019, in press. doi: 10.1002/ejoc.201801647

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

Profili:

Avatar Url Srećko Kirin (autor)

Avatar Url Berislav Perić (autor)

Avatar Url Saša Opačak (autor)

Citiraj ovu publikaciju

Opačak, Saša; Perić, Berislav; Kirin, Srećko I.
Supramolecular interactions in 1, n´-disubstituted ferrocene oligoamides // Book of Abstracts / Metrangolo, Pierangelo ; Bombelli, Francesca ; Terraneo, Giancarlo (ur.).
Lecce, 2019. str. P229-P229 (poster, međunarodna recenzija, sažetak, ostalo)
Opačak, S., Perić, B. & Kirin, S. (2019) Supramolecular interactions in 1, n´-disubstituted ferrocene oligoamides. U: Metrangolo, P., Bombelli, F. & Terraneo, G. (ur.)Book of Abstracts.
@article{article, year = {2019}, pages = {P229-P229}, keywords = {amino acids, ferrocene, supramolecular}, title = {Supramolecular interactions in 1, n´-disubstituted ferrocene oligoamides}, keyword = {amino acids, ferrocene, supramolecular}, publisherplace = {Lecce, Italija} }