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Dr. Chongwei Zhu Dr. Albert Poater Dr. Carine Duhayon Dr. Brice Kauffmann Dr. Alix Saquet Dr. Arnaud Rives Dr. Valérie Maraval Prof. Remi Chauvin 《Chemistry (Weinheim an der Bergstrasse, Germany)》2021,27(36):9286-9291
After extensive studies of 1D and 2D skeletal carbo-mers based on C8 π-conjugating dialkynylbutatriene units (DABs: ∼C≡C−(R)C=C=C=C(R)−C≡C∼) bridging sp or sp2 centers in carbo-butene, carbo-xylylene or carbo-benzene derivatives, 3D versions are envisaged through carbo-barrelenes and partially reduced derivatives thereof where two or three DAB blades span a bridge between sp3 carbinol vertices or ether thereof. For R=Ph, stable representatives were synthesized through a pivotal [6]pericyclynedione, and extensively characterized by spectroscopic, electrochemical and crystallographic methods. Density functional theory calculations allow detailed analysis of structural and electronic features of the 7 Å high C26 barrel-shaped molecules, and show that they can behave as cages for ionic species. Beyond aesthetical concerns, the results could open prospects of applications in host-guest supramolecular chemistry and single molecule charge transport. 相似文献
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Irradiation of quinoxalinobarrelenes 3 and 4 afforded quinoxalinosemibullvalenes via vinyl-vinyl and quinoxalino-vinyl bridgings, the former being the major route. No reaction occurred upon prolonged irradiation of (benzo[g]quinoxalino)barrelenes 5 and 6. 相似文献
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Dr. Mahendra K. Sharma Timo Glodde Beate Neumann Dr. Hans-Georg Stammler Priv.-Doz. Dr. Rajendra S. Ghadwal 《Chemistry (Weinheim an der Bergstrasse, Germany)》2020,26(49):11113-11118
Crystalline 1,4-distannabarrelene compounds [(ADCAr)3Sn2]SnCl3 ( 3 - Ar ) (ADCAr={ArC(NDipp)2CC}; Dipp=2,6-iPr2C6H3, Ar=Ph or DMP; DMP=4-Me2NC6H4) derived from anionic dicarbenes Li(ADCAr) ( 2 - Ar ) (Ar=Ph or DMP) have been reported. The cationic moiety of 3 - Ar features a barrelene framework with three coordinated SnII atoms at the 1,4-positions, whereas the anionic unit SnCl3 is formally derived from SnCl2 and chloride ion. The all carbon substituted bis-stannylenes 3 - Ar have been characterized by NMR spectroscopy and X-ray diffraction. DFT calculations reveal that the HOMO of 3 - Ph (ϵ=−6.40 eV) is mainly the lone-pair orbital at the SnII atoms of the barrelene unit. 3 - Ar readily react with sulfur and selenium to afford the mixed-valence SnII/SnIV compounds [(ADCAr)3SnSn(E)](SnCl6)0.5 (E=S 4 - Ar , Ar=Ph or DMP; E=Se 5 - Ph ). 相似文献
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