177327-38-7Relevant articles and documents
Dinaphthosilole organic photoelectric functional material and synthesis method thereof
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Paragraph 0023; 0025, (2017/05/30)
The invention discloses a dinaphthosilole organic photoelectric functional material. The functional material is synthesized mainly through the following steps: synthesizing a zirconium heterocycle performing water-free and oxygen-free reaction on bis-substituted internal alkyne under the catalytic action of a metallocene zirconium complex; under the catalytic action of cuprous chloride, reacting with tetraiodo-benzene to generate diiodo-naphthalene; synthesizing a dinaphthalene under the lithiation action of n-butyllithium; and finally synthesizing the dinaphthosilole photoelectric material under the lithiation action of tert-butyllithium. In the synthesis process, the method for preparing the diiodo-naphthalene through coupling reaction of heterocyclopentadiene and polyarylated iodide is simple and high in yield; through the activation action of the n-butyllithium, the dinaphthalene can be synthesized from the bimolecular diiodo-naphthalene; and the metallocene zirconium complex is used as a homogeneous olefin polymerization catalyst, so that the catalytic activity and the olefin polymerization stereoselectivity are high. The synthesized dinaphthosilole is of great use in the fields of conductive high-polymer materials, liquid crystal materials and biological active substances.
Coupling reaction of zirconacyclopentadienes with dihalonaphthalenes and dihalopyridines: A new procedure for the preparation of substituted anthracenes, quinolines, and isoquinolines
Takahashi, Tamotsu,Li, Yanzhong,Stepnicka, Petr,Kitamura, Masanori,Liu, Yanjun,Nakajima, Kiyohiko,Kotora, Martin
, p. 576 - 582 (2007/10/03)
Reactions of tetraiodobenzene with zirconacyclopentadienes, which were conveniently prepared from two alkynes (or diynes) and zirconocene complexes, afforded 1,2,3,4-tetrasubstituted diiodonaphthalene derivatives in good isolated yields. These 1,2,3,4-tetrasubstituted diiodonaphthalene derivatives could be converted to 1,2,3,4,5,6,7,8-octasubstituted anthracene derivatives by reaction with a second zirconacyclopentadiene. When the two zirconacyclopentadienes were different, unsymmetrical anthracenes such as 1,2,3,4-tetraethyl-5,6,7,8-tetraphenylanthracene (68% isolated yield) were obtained. On the other hand, treatment of a 2,3-dihalopyridine such as 2-bromo-3-iodopyridine with zirconacyclopentadienes gave 5,6,7,8-tetrasubstituted quinoline derivatives in good to high yields. 3,4-Dihalopyridines such as 4-chloro-3-iodopyridine reacted with zirconacyclopentadienes to afford 5,6,7,8-tetrasubstituted isoquinoline derivatives in good to high yields.
