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Chemical Structure| 151515-23-0

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Chun-Lin Deng ; Akachukwu D. Obi ; Bi Youan E. Tra ; Samir Kumar Sarkar ; Diane A. Dickie ; Robert J. Gilliard Jr.

Abstract: Substitution of a C=C bond by an isoelectronic B-N bond is a well-established strategy to alter the electronic structure and stability of acenes. BN-substituted acenes that possess narrow energy gaps have attractive optoelectronic properties. However, they are susceptible to air and/or light. Here we present the design, synthesis and molecular structures of fully π-conjugated cationic BN-doped acenes stabilized by carbodicarbene ligands. They are luminescent in the solution and solid states and show high air and moisture stability. Compared with their neutral BN-substituted counterparts as well as the parent all-carbon acenes, these species display improved quantum yields and small optical gaps. The electronic structures of the azabora-anthracene and azabora-tetracene cations resemble higher-order acenes while possessing high photo-oxidative resistance. Investigations using density functional theory suggest that the stability and photo-physics of these conjugated systems may be ascribed to their cationic nature and the electronic properties of the carbodicarbene.

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Product Details of [ 151515-23-0 ]

CAS No. :151515-23-0
Formula : C11H20N2
M.W : 180.29
SMILES Code : [C]1N(C(=C(N1C(C)C)C)C)C(C)C
MDL No. :N/A

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