10.1021/ja0317067.s001
Claire Fave
Claire
Fave
Muriel Hissler
Muriel
Hissler
Tamás Kárpáti
Tamás
Kárpáti
Joëlle Rault-Berthelot
Joëlle
Rault-Berthelot
Valérie Deborde
Valérie
Deborde
Loic Toupet
Loic
Toupet
László Nyulászi
László
Nyulászi
Régis Réau
Régis
Réau
Connecting π-Chromophores by σ-P−P Bonds: New Type of
Assemblies Exhibiting σ−π-Conjugation
American Chemical Society
2004
chemical modifications
band gap
HOMO
Theoretical studies
electroactive materials
thienyl substituents
biphosphole
modifications offer
P centers
interaction
nucleophilic σ 3
UV
assembly
2004-05-19 00:00:00
Dataset
https://acs.figshare.com/articles/dataset/Connecting_Chromophores_by_P_P_Bonds_New_Type_of_Assemblies_Exhibiting__Conjugation/3338815
To study the ability of σ-P−P skeleton to mediate interaction between π-chromophores, 1,1‘-biphospholes bearing phenyl or thienyl substituents at the 2,2‘ and 5,5‘-position have been prepared and
studied. These air-stable derivatives are readily available via a “one-pot” synthesis starting from diynes.
Theoretical studies and UV−vis data clearly establish that the two π-systems interact via the σ-P−P bridge.
This through-bond interaction results in a lowering of the optical HOMO−LUMO gap of the assemblies.
The nucleophilic σ<sup>3</sup>-P centers of these 1,1‘-biphospholes allow chemical modifications of the σ-bridge. These
modifications offer further tuning of the optical properties of the assembly. Electrooxidation of the thienyl-substituted 1,1‘-biphosphole results in electroactive materials characterized by low optical band gap and
reversible p-doping.