63520-49-0Relevant academic research and scientific papers
Synthesis of substituted picenes through Pd-catalyzed cross-coupling reaction/annulation sequences and their physicochemical properties
Chang, Ning-Hui,Chen, Xi-Chao,Nonobe, Hikaru,Okuda, Yasuhiro,Mori, Hiroki,Nakajima, Kiyohiko,Nishihara, Yasushi
, p. 3558 - 3561 (2013)
A novel and versatile synthetic method for picene derivatives is developed using the Pd-catalyzed intramolecular double cyclization of the corresponding 2,3-bis[(1Z)-2-phenylethenyl]-1,4-dichlorobenzenes, which are readily prepared by Suzuki-Miyaura cross-coupling reactions of polyhalobenzenes with (Z)-arylethenylboronates. The physical properties of the obtained picenes can be modified via introducing a variety of functional groups to the picene framework. All compounds are investigated by UV-vis and fluorescence spectroscopic measurements, CV, and DFT calculations as well as X-ray diffraction analysis.
Production of [pisen[pisen] and derivatives thereof
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Paragraph 0036, (2017/07/07)
PROBLEM TO BE SOLVED: To provide a method of producing a picene and a derivative thereof suitable for uses of organic semiconductors, thin film transistors, field effect transistors or solar batteries or the like, in a short reaction process with high yield.SOLUTION: A method of producing a picene of formula 8 and a derivative thereof includes, as represented compounds and steps, a step 1 to subject a compound of formula 5 and a compound of formula 6 to a coupling reaction for producing a compound of formula 7, and a step 2 to subject the compound of formula 7 to dehydrohalogenation.
Phenoxide-mediated Sonogashira coupling of trimethylsilylalkynes and aryliodides: Practical synthesis of phenolic-hydroxy-substituted diarylethynes and 1,4-diarylbutadiynes
Shigeta, Masayuki,Watanabe, Junji,Konishi, Gen-Ichi
supporting information, p. 1761 - 1764 (2013/04/10)
We successfully synthesized phenolic-hydroxy-substituted diarylethynes and 1,4-diarylbutadiynes from trimethylsilylalkynes and aryliodides via silyl-group-migration-induced deprotection of alkynes and the usual Sonogashira coupling. The phenol moiety, which works as a desilylating agent, can be attached to any position in the coupling partner. This improvement for Sonogashira coupling would be highly effective, especially when the coupling partner has a phenol moiety. Additionally, the stability of the migrated silyl moiety on the ethynylation of 2-iodophenol is discussed.
