14564-86-4

Upstream product

• 51042-38-7 1,3-di(naphthalen-1-yl)propan-2-one 
• 773-99-9 2-naphthaleneethanol 
• 42299-51-4 1-α-naphthoyl-2-α-naphthylethylene 
• 86-87-3 naphth-1-yl acetic acid 
• 2122-70-5 ethyl 2-(1-naphthyl)acetate 
• 80640-76-2 1,3-di(naphthalen-1-yl)propan-1-one 
• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 90-12-0 1-Methylnaphthalene 

Relevant academic research and scientific papers

Method for preparing alkane through coupling of primary alcohol catalyzed by N-heterocyclic carbene metal compound

The invention belongs to the technical field of transition metal catalysis and coupling reaction of biomass alcohol, and particularly relates to a method for preparing alkane in one step through self-coupling and cross-coupling of primary alcohol catalyzed by an N-heterocyclic carbene metal compound. The invention firstly provides a catalyst, namely a homogeneous N-heterocyclic carbene metal compound, for preparing alkane through primary alcohol coupling. The method comprises the following steps: by taking primary alcohol as a reaction raw material, tert-butyl alcohol salt of alkali metal, hydroxide and other strong alkalis as alkalis, the N-heterocyclic carbene metal compound as a catalyst and tertiary alcohol, benzene analogue or long-chain alkane as a solvent, reacting at 80-200 DEG C for 4-24 hours to obtain a corresponding alkane product. Compared with the prior art, the method disclosed by the invention has the advantages that the cheap and easily available biomass alcohol can be used as the starting raw material, the use of toxic phosphine-containing ligands with poor stability is avoided, the reaction selectivity and the yield can be quantified, the operation is simple and convenient, different high-purity alkane products can be obtained only through simple post-treatment, and the method is suitable for industrial amplification and application.

NHC-Iridium-Catalyzed Deoxygenative Coupling of Primary Alcohols Producing Alkanes Directly: Synergistic Hydrogenation with Sodium Formate Generated in Situ

The direct conversion of alcohols into long-chain alkanes is an attractive but extremely challenging approach for biomass upgrading. Here, we describe the highly selective deoxygenative coupling of aryl ethanols with primary alcohols to produce alkanes, using a bis-N-heterocyclic carbene iridium (bis-NHC-Ir) complex as the catalyst. Up to quantitative yields and selectivity with a broad substrate scope are attained in both homo- and cross-coupling reactions. Mechanistic studies reveal that the further synergistic hydrogenation of the alkene intermediates by the formate generated in situ in the presence of bis-NHC-Ir is crucial for alkane production.

A Convenient Synthesis of New Macrocyclic Naphthalenophanes

The (1,4)naphthalenophanes 6a, 6b, 7a, and 7b were synthesized regiospecifically in two steps from the appropriate α,ω-di-1-naphthylalkanes by a Friedel-Crafts acetylation of the two naphthalene groups followed by cyclization/dimerization of the resulting diketones by a McMurry reaction.The macrocyclic naphthalenophanes 6a and 6b exist in solution as a mixture of conformers while 7a and 7b were identified as the anti isomers. - Key Words: Cyclophanes / Naphthalenophanes / McMurry reaction

Modelle fuer Excimere: syn- und anti-(1,4)Naphthalinophane

The diastereomeric syn- und anti-(1,4)naphthalenophanes 1 and 2 were synthesized via 2-thia(1,4)naphthalenophane (8) and vapour phase pyrolysis of its sulfone 9.Photolysis of 1 and 2 at -23 deg C yielded the intramolecular cycloadducts 15 and 14 which at room temperature rearomatize to 1 and 2, respectively.