Dibenzophosphapentaphenes: Exploiting P Chemistry for Gap Fine-Tuning and Coordination-Driven Assembly of Planar Polycyclic Aromatic Hydrocarbons
Author(s) -
PierreAntoine Bouit,
A. Escande,
Rózsa Szűcs,
Dénes Szieberth,
Christophe Lescop,
László Nyulászi,
Muriel Hissler,
Régis Réau
Publication year - 2012
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/ja300171y
Subject(s) - chemistry , phosphole , moiety , planar , coordination complex , nanotechnology , combinatorial chemistry , organic chemistry , metal , computer graphics (images) , computer science , materials science
A synthetic route to planar P-modified polycylic aromatic hydrocarbons (PAHs) is described. The presence of a reactive σ(3),λ(3)-P moiety within the sp(2)-carbon scaffold allows the preparation of a new family of PAHs displaying tunable optical and redox properties. Their frontier molecular orbitals (MOs) are derived from the corresponding phosphole MOs and show extended conjugation with the entire π framework. The coordination ability of the P center allows the coordination-driven assembly of two molecular PAHs onto a Au(I) ion.
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