557076-06-9

Upstream product

• 609355-64-8 4-[5-(N,N-dimethylamino)-1-naphthyl]-2-methyl-3-butyn-2-ol 
• 120517-37-5 4-(3-hydroxy-3-methyl-1-butynyl)-1-iodobenzene 
• 557076-01-4 1-ethynyl-5-(N,N-dimethylamino)naphthalene 
• 476181-94-9 5-iodo-N,N-dimethylnaphthalene-1-amine 

Downstream Products

• 848073-07-4 4-[4-({5-[(4-{[5-(dimethylamino)-1-naphthyl]ethynyl}-1-phenyl)ethynyl]-1-naphthyl}ethynyl)-1-phenyl]-2-methyl-3-butyn-2-ol 
• 848073-04-1 5-[(4-ethynyl-1-phenyl)ethynyl]-N,N-dimethyl-naphthalen-1-amine 

Relevant academic research and scientific papers

End-capped, conjugated (dimethylamino)naphthyl nanostructures with alternating (1-naphthylethynyl-p-phenylethynyl)x branches on a 1,3,5-substituted benzene core

Alternating (1-naphthylethynyl-p-phenylethynyl)x 1,3,5-trisubstituted benzene dendrons were efficiently synthesised by the heterocoupling reaction between (1-naphthylethynyl-p-phenyl) xacetylene (x = 1) and 1,3,5-triiodobenzene in the presence of a palladium-copper catalyst system. A longer terminal acetylene chain (x = 2) was obtained from the heterocoupling between 1,3,5-tri(1-ethynyl-5-naphthylethynyl)- benzene and the appropriate iodoaryl derivative. The alternating chains, and their dendron structures, show fluorescence emission, with similar wavelengths and quantum yields. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.

Synthesis of 1,5-naphthylethynyl nanostructure networks with extended π-conjugation. Effective heterocoupling catalyzed by palladium under a compatible CO2 atmosphere

The synthesis of a new extended π-conjugated 5-N,N-dimethylaminonaphthyl family was undertaken by palladium-catalyzed cross-coupling reaction between a protected 5-iodonaphthylethynyl and 1-ethynyl-5-(N,N-dimethylamino)naphthalene. Under an argon atmosphere, only the homocoupling product 1,4-(N,N-dimethylamino)naphthyl-1,3-butadiyne was isolated, in excellent yield. However, under a compatible and pure carbon dioxide atmosphere, the cross-coupling product was obtained in excellent yield.