3960-21-2

Upstream product

• 300-57-2 allylbenzene 
• 827-54-3 2-naphthylethylene 
• 826-74-4 1-vinylnaphthalene 
• 3177-49-9 1-naphthyldiazonium chloride 
• 607-58-9 1-(phenylmethoxy)naphthalene 
• 890-50-6 [1]naphthylmethylen-aniline 
• 90-11-9 1-Bromonaphthalene 
• 75-09-2 dichloromethane 
• 61767-59-7 (naphthalene-1,8-diyl)dilithium 

Downstream Products

• 213-46-7 picene 
• 1233-36-9 (E)-1,2-bis(1-naphthyl)ethene 

Relevant academic research and scientific papers

Palladium-catalyzed cross-coupling reactions of potassium alkenyltrifluoroborates with organic halides in aqueous media

Potassium vinyl and alkenyltrifluoroborates are cross-coupled with aryl and heteroaryl bromides using 1 mol % Pd loading of 4-hydroxyacetophenone oxime derived palladacycle or Pd(OAc)2 as precatalysts, K 2CO3 as base, and TBAB as additive and water reflux under conventional or microwave heating to afford styrenes, stilbenoids, and alkenylbenzenes. These borates can be cross-coupled diastereoselectively with allyl and benzyl chlorides using KOH as base in acetone-water (3:2) at 50°C and 0.1 mol % Pd loading, giving the corresponding 1,4-dienes and allylarenes, respectively. These simple phosphine-free reaction conditions allow the palladium recycling from the aqueous phase during up to five runs by extractive separation of the products, which contain 58-105 ppm of Pd.

Libraries for Receptor-Assisted Combinatorial Synthesis (RACS). The olefin metathesis reaction

A library of alkenes is generated using the olefin metathesis reaction, and converted to a set of diols suitable for a receptor assisted combinatorial synthesis (RACS) experiment with borate as a linker.

Novel Synthesis of N,N-Diarylarylmethanamines from N-(Arylmethylene)arenamines and (Arylmethoxy)arenes

Various N,N-diarylarylmethanamines were synthesized by the reaction of N-(arylmethylene)arenamines with (arylmethoxy)arenes in dimethylformamide solution in the presence of a strong base as a catalyst which is obtained in situ by reacting metallic sodium with this solvent.In general, the reaction may be depicted as the reduction of the imine and addition, on the original imino nitrogen atom, of the aryl group (of the aryloxy moiety) of the ether and presumably oxidation of the arylmethoxy group of the ether to its corresponding aldehyde.Side reactions and a proposed reaction mechanism are discussed.

1-NAPHTHALENEDIAZONIUM TETRACHLOROCUPRATE - A NEW ARYLATING REAGENT

The conditions were worked out for the catalytic chloronaphthylation of unsaturated compounds by 1-naphthalenediazonium chloride in the Meerwein reaction.The intermediate in this process is 1-naphthalenediazonium tetrachlorocuprate, which is an effective arylating agent.The reaction of this complex salt with unsaturated compounds gave the same chloronaphthylation products but with higher yields.

Synthesis of 1H-Cyclobutanaphthalene by Organometallic Methodology

1H-Cyclobutanaphthalene is preparable by reactions of 1,8-dilithionaphthalene with dichloromethane and 1,8-bis(iodomagnesio)naphthalene with methylene bis(toluene-p-sulphonate).