1315469-86-3Relevant academic research and scientific papers
Benzannulated cycloheptanones from binaphthyl platforms
Pieters, Gregory,Sbargoud, Kamal,Bridoux, Alexandre,Gaucher, Anne,Marque, Sylvain,Bourdreux, Flavien,Marrot, Jerome,Flot, David,Wantz, Guillaume,Dautel, Olivier,Prim, Damien
supporting information, p. 490 - 497 (2013/02/25)
Preparations of benzannulated cycloheptanones starting from unique binaphthyl molecular platforms are described. Binaphthyl acetic acids proved suitable percursors for fused cycloheptanone architectures. Seven-membered rings embedded in binaphthyl units were selectively generated by use of Eaton's reagent. Isomeric helical architectures arising from electrophilic cyclisation processes at second reaction sites in the precursors could also be obtained under different acidic conditions. Unambiguous discrimination between isomeric geometries was provided by multiple quantum NMR sequences. DFT calculations were performed and gave evidence of different behaviour of the substrates towards intramolecular electrophilic substitution. The theoretical approach confirmed the experimental results, agreeing completely with X-ray data. Preparations of benzannulated cycloheptanones starting from binaphthyl molecular platforms are described. Copyright
Synthesis of α,α-diaryl nitriles by radical nucleophilic substitution
Tempesti, Tomas C.,Pierini, Adriana B.,Baumgartner, Maria T.
experimental part, p. 597 - 602 (2012/04/18)
The present study shows that the anion of 2-naphthylacetonitrile is substituted selectively at its Cα by aromatic halides, through a radical nucleophilic substitution mechanism, to give the corresponding α,α-diaryl nitriles in good yields. The regioselectivity of this ambident nucleophile changes with the steric hindrance at the radical centre from the aromatic substrate. The selectivity observed was investigated through a computational model of the key reaction step. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2012.
Binaphthyl platform as starting materials for the preparation of electron rich benzo[g,h,i]perylenes. Application to molecular architectures based on amino benzo[g,h,i]perylenes and carborane combinations
Pieters, Gregory,Gaucher, Anne,Prim, Damien,Besson, Thierry,Giner Planas, Jose,Teixidor, Francesc,Vinas, Clara,Light, Mark E.,Hursthouse, Michael B.
supporting information; experimental part, p. 7725 - 7727 (2011/08/09)
Valuable amino benzo[g,h,i]perylenes have been obtained through a one pot electrophilic aromatic substitution - Scholl reaction sequence. Novel molecular architectures combining 3D-o-carborane and planar amino benzo[g,h,i]perylene units are described. Photophysical properties of amino benzo[g,h,i]perylene and the carborane-appended derivatives are discussed.
