27130-32-1Relevant articles and documents
PBr3-mediated cyclization of 1,7-diyn-3,6-bis(propargyl carbonate)s: Synthesis of 5-bromotetracenes
Sun, Ning,Chen, Haoyi,Li, Xiangdong,Xu, Murong,Gan, Yi,Zhang, Liangwei,Liu, Yuanhong
, p. 10051 - 10061 (2018/05/31)
A new and straightforward method for the synthesis of 5-bromotetracenes through PBr3-mediated cyclization of 1,7- diyn-3,6-bis(propargyl carbonate)s has been developed. This method offers several advantages such as easily accessible starting materials, high efficiency, and wide functional group compatibility. In addition, chloro- and iodo-substituted tetracenes were also synthesized using appropriate halogenating reagents. The utility of the 5-bromotetracene products has been illustrated by their efficient transformations through various palladium-catalyzed cross-coupling reactions.
Steric and Electronic Substituent Effects Influencing Regioselectivity of Tetracene Endoperoxidation
Baral, Rom Nath,Thomas, Samuel W.
, p. 11086 - 11091 (2015/11/18)
This paper describes the influence of steric and electronic factors in the regioselectivity of endoperoxide formation of tetracene derivatives using 1O2. A combination of kinetics experiments and product distributions resulting from these photosensitized oxidations demonstrates that, while the steric effect of o-alkyl groups on aryl substituents is highly localized to the substituted ring, the resistance to oxidation based on phenylethynyl substituents is more evenly distributed between the two reactive rings. These results are important for the rational design of highly persistent acenes.
Palladium-catalyzed highly efficient synthesis of tetracenes and pentacenes
Chen, Ming,Chen, Yifeng,Liu, Yuanhong
supporting information, p. 12189 - 12191 (2013/01/16)
Pd(0)-catalyzed cascade reactions of 1,7-diyn-3,6-bis(propargyl carbonate) with organoboronic acids have been developed, which provide one-pot access to functionalized tetracenes or pentacenes. The Royal Society of Chemistry 2012..
