Jump to main content
Jump to site search

Issue 44, 2015
Previous Article Next Article

3D shapes of aryl(dihydro)naphthothiophenes: a comprehensive and structural study

Author affiliations

Abstract

Convenient access to new aryl(dihydro)naphthothiophenes is described using a common β-chloroacrolein derivative. Our strategy is based on the construction of a condensed thiophene ring prior to a Suzuki–Miyaura coupling and allowed installing various substituents at the molecular platform. The overall shapes of these architectures were confirmed by X-ray analyses and were in good agreement with theoretical calculations. It has been established that the relative orientation between all fragments that composed molecules within this series is strongly related to both steric and electronic factors. Contribution of these key parameters revealed to be crucial to rationalize attempts to prepare fluorenone and fluorene derivatives from aryl(dihydro)naphthothiophene platforms.

Graphical abstract: 3D shapes of aryl(dihydro)naphthothiophenes: a comprehensive and structural study

Back to tab navigation

Supplementary files

Article information


Submitted
30 Jul 2015
Accepted
07 Sep 2015
First published
07 Sep 2015

Org. Biomol. Chem., 2015,13, 10844-10851
Article type
Paper
Author version available

3D shapes of aryl(dihydro)naphthothiophenes: a comprehensive and structural study

H. Boufroura, A. Souibgui, A. Gaucher, J. Marrot, G. Pieters, F. Aloui, B. Ben Hassine, G. Clavier and D. Prim, Org. Biomol. Chem., 2015, 13, 10844
DOI: 10.1039/C5OB01583A

Social activity

Search articles by author

Spotlight

Advertisements