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.
And four bonzene and pentacene synthetic method of compound
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Paragraph 0025; 0030-0032, (2016/10/10)
The invention relates to a synthesis method of tetracene and pentacene compounds. A plurality of double-acetylene propanol carbonate compounds are prepared from simple and available phthalic dicarboxaldehyde compound and aryl acetylene by using addition reaction of an alkynyl lithium reagent. The double-acetylene propanol carbonate compounds can react with an organic boronic acid in series in the presence of a catalytic amount of palladium reagent, so as to further synthetize the tetracene and pentacene compounds at good to excellent yield. The method has the characteristics of being available in raw materials, simple to operate, mild in condition, convenient and fast, excellent in yield and the like, and aryl and alkyl can be effectively led to skeletons of tetracene and pentacene by using the method.
A new synthetic route to substituted tetracenes and pentacenes via stereoselective [4+2] cycloadditions of 1,4-dihydro-1,4-epoxynaphthalene and isobenzofuran
Eda, Shohei,Eguchi, Fumiaki,Haneda, Hiroshi,Hamura, Toshiyuki
, p. 5963 - 5966 (2015/03/30)
Stereoselective [4+2] cycloadditions of 1,4-dihydro-1,4-epoxynaphthalene and isobenzofuran were described. Among several possibilities, syn-exo and/or anti-endo isomers were selectively produced depending on the substitution pattern of the reactants. Importantly, the syn-exo isomer underwent acid promoted aromatization, affording the corresponding tetracene. These findings enabled us to prepare a substituted pentacene with electron withdrawing groups.
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..
Acetylide-bridged tetracene dimers
Barlier, Vincent S.,Schlenker, Cody W.,Chin, Stephanie W.,Thompson, Mark E.
supporting information; experimental part, p. 3754 - 3756 (2011/05/02)
Alkyne linked tetracene dimers were synthesized from naphthacenequinone and terminal acetylenes. The silylethynyl tetracene dimers exhibit good solubility, high photostability, and broad absorbance leading to photocurrent generation in an organic photovoltaic device. The Royal Society of Chemistry.
Integrated catalytic C-H transformations for one-pot synthesis of 1-arylisoindoles from isoindolines via palladium-catalyzed dehydrogenation followed by C-H arylation
Ohmura, Toshimichi,Kijima, Akihito,Suginome, Michinori
supporting information; experimental part, p. 1238 - 1241 (2011/05/03)
A one-pot conversion of isoindolines to 1-arylisoindoles was established from palladium-catalyzed cascade C-H transformations, that is, the dehydrogenation of isoindolines to give isoindoles, with subsequent C-H arylation of the isoindoles.(Figure Presented)
Synthesis of acenes via coupling of 1,4-dilithiobutadienes with diiodoarenes in the presence of CuCl
Zhou, Lishan,Nakajima, Kiyohiko,Kanno, Ken-ichiro,Takahashi, Tamotsu
supporting information; experimental part, p. 2722 - 2726 (2009/09/06)
Dilithiobutadienes prepared from diiodobutadienes reacted with diiodobenzene or diiodonaphthalene to afford substituted naphthalene, anthracene, dihydronaphthacene, and dihydropentacene derivatives in the presence of CuCl and DMPU. Dihydronaphthacene and
