Cover Image

Proving triptycene homoconjugation with the same chromophore but different connectivity to the core: dedicated to Prof. Dr. Peter Bäuerle on the occasion of his 76th birthday

<p>Homoconjugation is a phenomenon discussed for various π-systems where classical conjugation is broken by e.g. methylene units but still a stabilization by electronic communication exists. In this respect, triptycene with its rigid C<sub>3</sub> symmetric geometry is an ideal sca...

Full description

Saved in:
Bibliographic Details
Main Authors: Elbert, Sven (Author) , Kirschbaum, Tobias (Author) , Rominger, Frank (Author) , Mastalerz, Michael (Author)
Format: Article (Journal) Festschrift
Language:English
Published: 01 April 2021
In: Organic materials
Year: 2021, Volume: 3, Issue: 2, Pages: 97-102
ISSN:2625-1825
DOI:10.1055/s-0041-1726304
Subjects:
Festschrift
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1055/s-0041-1726304
Verlag, lizenzpflichtig, Volltext: http://www.thieme-connect.de/DOI/DOI?10.1055/s-0041-1726304
Get full text
Author Notes:Sven M. Elbert, Tobias Kirschbaum, Frank Rominger, Michael Mastalerz
Description
Summary:<p>Homoconjugation is a phenomenon discussed for various π-systems where classical conjugation is broken by e.g. methylene units but still a stabilization by electronic communication exists. In this respect, triptycene with its rigid C<sub>3</sub> symmetric geometry is an ideal scaffold to study this phenomenon. Although several studies based on triptycene strengthen the hypothesis of homoconjugation, in all described cases the electronic communication through space relies on different π-blades. Here, two triptycenes are presented having the exact same π-extended chromophore, but differently annulated to the bicyclic core. Both compounds were investigated by spectroscopic as well as computational means and compared with the corresponding model compound, elucidating the influence of the attachment site to the triptycene core on potential homoconjugation.</p>
Item Description:Gesehen am 14.02.2022
Physical Description:Online Resource
ISSN:2625-1825
DOI:10.1055/s-0041-1726304

Similar Items