716-39-2Relevant articles and documents
Studies on the synthesis of novel chiral naphthylene bisoxazoline ligands
Wang, Zhan-Yue,Du, Da-Ming,Wu, Di,Hua, Wen-Ting
, p. 1275 - 1283 (2003)
The synthesis of chiral C2-symmetric substituted bisoxazoline ligands containing naphthalene group were investigated. Ethyl 2,3-naphthylene-dicarboxylate reacted with amino alcohols and the resulting amides were treated with SOCl2 and then reacted with Et3N in toluene to afford the desired bisoxazolines. 2,3-Naphthylenedicarbonitrile reacted with amino alcohol give N-(1′-phenyl-2′-hydroxyethyl)-2,3naphthylenedicarboximide 1. The 2,3-naphthylenedicarboxylic acid reacted with thionyl chloride give the 2,3-Naphthalenedicarboxylic acid cyclic anhydride rather than corresponding 2,3-naphthalenedicarboxylic acid dichloride, the former reacted with amino alcohol also give compound 1. The later two strategies cannot give the target bisoxazoline.
TBHP/ n -Bu 4 PBr-Promoted Oxidative Cross-Dehydrogenative Coupling of Aryl Methanols: A Facile Synthesis of Symmetrical Carboxylic Anhydride Derivatives
Adib, Mehdi,Pashazadeh, Rahim
supporting information, p. 136 - 140 (2017/12/27)
A transition-metal-free oxidative cross-dehydrogenative coupling reaction has been developed for the preparation of symmetrical carboxylic anhydrides through self-coupling dual C-O bond formations of aryl methanols. In the presence of a catalytic amount of tetrabutylphosphonium bromide (TBPB) as transfer agent and aqueous tert -butyl hydroperoxide (TBHP) as oxidant and reactant, methylene groups of aryl methanols were efficiently oxidized to C=O and coupled with the peroxide oxygen from TBHP to form a diverse array of symmetrical carboxylic anhydride derivatives.
Heptacene: Characterization in Solution, in the Solid State, and in Films
Einholz, Ralf,Fang, Treliant,Berger, Robert,Grüninger, Peter,Früh, Andreas,Chassé, Thomas,Fink, Reinhold F.,Bettinger, Holger F.
supporting information, p. 4435 - 4442 (2017/04/03)
Acenes comprise an important class of organic semiconducting materials. As graphene nanoribbons of ultimate width, they are valuable atom-precise model systems for studying the properties of this form of nanoscale carbon materials. Heptacene is the smallest member of the acene series that could only be studied under matrix isolation conditions. Its existence in bulk had never been positively confirmed, despite efforts dating back more than 70 years. We report that the reduction of 7,16-heptacenequinone produces a mixture of two diheptacene molecules. The diheptacenes undergo thermal cleavage to heptacene at high temperatures in the solid state. Monitoring this cycloreversion by solid state 13C cross-polarized magic angle spinning NMR reveals that solid heptacene has a half-life time of several weeks at room temperature. The diheptacenes are valuable precursors for generating films of heptacene by vapor phase deposition that can be studied below or at room temperature.
Facile Sc(OTf)3-catalyzed generation and successive aromatization of isobenzofuran from o -dicarbonylbenzenes
Nishina, Yuta,Kida, Tatsuya,Ureshino, Tomonari
supporting information; experimental part, p. 3960 - 3963 (2011/10/01)
Isobenzofuran can be prepared from o-phthalaldehyde using hydrosilane. The formed isobenzofuran is trapped by an alkene via a Diels-Alder reaction. Further dehydration proceeds to furnish the conjugated aromatic compound. This multistep reaction was promoted by catalytic amounts of Sc(OTf)3.
