177327-38-7Relevant academic research and scientific papers
Dinaphthosilole organic photoelectric functional material and synthesis method thereof
-
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.
1,2,3,4-Tetrasubstituted cyclopentadienes and their applications for metallocenes: Efficient synthesis through zirconocene- and CuCl-mediated intermolecular coupling of two alkynes and one diiodomethane
Geng, Weizhi,Wang, Chao,Guang, Jie,Hao, Wei,Zhang, Wen-Xiong,Xi, Zhenfeng
, p. 8657 - 8664 (2013/07/26)
1,2,3,4-Tetrasubstituted cyclopentadienes and indene derivatives with identical or different substituents were obtained in good to excellent isolated yields through a zirconocene- and CuCl-mediated intermolecular coupling process. This synthetic procedure involved three organic partners, including one CH 2I2, and two different or identical alkynes. Two alkynes or one diyne undergo Cp2ZrII-mediated (Cp= η5-C5H5) pair-selective reductive coupling to afford the corresponding zirconacyclopentadiene derivatives, which react, in the presence of CuCl and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1 H)-pyrimidinone (DMPU), with CH2I2 through intermolecular followed by intramolecular coupling to afford the cyclopentadiene derivatives. An application of the prepared tetrasubstituted cyclopentadiene derivatives was demonstrated by the facile synthesis of the corresponding zirconocene complexes [(4RCp)2ZrCl2] and [(4RCp) 2ZrR′2] (R′=Me, Et, or nBu). The unique 1,2,3,4-tetrasubstituted cyclopentadiene ligands and the corresponding metallocenes are expected to have further applications in organometallic chemistry and organic synthesis. Ringing in the changes: A one-pot synthesis of 1,2,3,4-tetrasubstituted cyclopentadienes by zirconocene- and CuCl-mediated intermolecular coupling of two alkynes and diiodomethane (see scheme; Cp=η5-C5H5; DMPU=1,3-dimethyl-3,4,5,6- tetrahydro-2(1 H)-pyrimidinone) gave products that were successfully applied for the synthesis of the corresponding zirconocene derivatives. Copyright
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.
