The hierarchical self-assembly of various lipophilic guanosines exposing either a phenyl or a ferrocenyl group in the C(8) position was investigated. In a solution, all the derivatives were found to self-assemble primarily into isolated guanine (G)-quartets. In spite of the apparent similar bulkiness of the two substituents, most of the derivatives form disordered structures in the solid state, whereas a specific 8-phenyl derivative self-assembles into an unprecedented, cation-free stacked G-quartet architecture.

Campitiello M., Cremonini A., Squillaci M.A., Pieraccini S., Ciesielski A., Samori P., et al. (2021). Self-Assembly of Functionalized Lipophilic Guanosines into Cation-Free Stacked Guanine-Quartets. JOURNAL OF ORGANIC CHEMISTRY, 86(15), 9970-9978 [10.1021/acs.joc.1c00502].

Self-Assembly of Functionalized Lipophilic Guanosines into Cation-Free Stacked Guanine-Quartets

Campitiello M.;Cremonini A.;Pieraccini S.;Masiero S.
2021

Abstract

The hierarchical self-assembly of various lipophilic guanosines exposing either a phenyl or a ferrocenyl group in the C(8) position was investigated. In a solution, all the derivatives were found to self-assemble primarily into isolated guanine (G)-quartets. In spite of the apparent similar bulkiness of the two substituents, most of the derivatives form disordered structures in the solid state, whereas a specific 8-phenyl derivative self-assembles into an unprecedented, cation-free stacked G-quartet architecture.
2021
Campitiello M., Cremonini A., Squillaci M.A., Pieraccini S., Ciesielski A., Samori P., et al. (2021). Self-Assembly of Functionalized Lipophilic Guanosines into Cation-Free Stacked Guanine-Quartets. JOURNAL OF ORGANIC CHEMISTRY, 86(15), 9970-9978 [10.1021/acs.joc.1c00502].
Campitiello M.; Cremonini A.; Squillaci M.A.; Pieraccini S.; Ciesielski A.; Samori P.; Masiero S.
File in questo prodotto:
File Dimensione Formato  
2021 Campitiello G4 wires joc.pdf

accesso aperto

Tipo: Versione (PDF) editoriale
Licenza: Licenza per Accesso Aperto. Creative Commons Universal – Donazione al Pubblico Dominio (CC0 1.0)
Dimensione 1.26 MB
Formato Adobe PDF
1.26 MB Adobe PDF Visualizza/Apri
SI revised - 2021-00502s - marked for review only - jo1c00502_si_001.pdf

accesso aperto

Tipo: File Supplementare
Licenza: Licenza per Accesso Aperto. Creative Commons Attribuzione (CCBY)
Dimensione 28.19 MB
Formato Adobe PDF
28.19 MB Adobe PDF Visualizza/Apri

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/838762
Citazioni
  • ???jsp.display-item.citation.pmc??? 1
  • Scopus 2
  • ???jsp.display-item.citation.isi??? 2
social impact