189619-30-5Relevant academic research and scientific papers
Polyphenylene dendrimers: From three-dimensional to two-dimensional structures
Morgenroth,Reuther,Mullen
, p. 631 - 634 (1997)
An elegant route to aromatic hydrocarbon dendrimers, such as 1 with pentaphenylbenzene units, and to extremely large polybenzenoid hydrocarbons is based on Diels-Alder cycloadditions of 3,4-bis-[4-(triisopropylsilylethynyl)phenyl]-2,5-diphenyl-cyclopenta-2,4-dien one and aromatic oligoethynyl compounds such as 3,3',5,5'-tetraethynylbiphenyl. The type of linkage and the high packing density of the benzene rings facilitate the cyclodehydrogenalion of appropriate dendrimeric subunits to yield planar disks.
Synthesis of carbohydrate-conjugated azaphthalocyanine complexes for PDT
Park, Jong Min,Song, Cheol Jun,Yao, Wang,Jung, Chang Young,Hyun, In Ho,Seong, Dong Hoon,Jaung, Jae Yun
, p. 4967 - 4970 (2015)
Abstract A series of azaphthalocyanine (AzaPc) complexes conjugated with one or two carbohydrate groups for photodynamic therapy (PDT) were synthesized by the alkyne-azide click chemistry reaction with previously-developed AzaPc complexes incorporating th
Synthesis, Photophysical Properties and Two-Photon Absorption Study of Tetraazachrysene-based N-Heteroacenes
Li, Gang,Wang, Shuaihua,Yang, Shufan,Liu, Guangfeng,Hao, Pin,Zheng, Yusen,Long, Guankui,Li, Dandan,Zhang, Yu,Yang, Wenbin,Xu, Liang,Gao, Weibo,Zhang, Qichun,Cui, Guanwei,Tang, Bo
, p. 1807 - 1813 (2019)
Three novel N-heteroacene molecules (SDNU-1, SDNU-2 and SDNU-3) based on tetraazachrysene units as cores have been designed, synthesized and fully characterized. Their photophysical, electrochemical and fluorescence properties were investigated, and they
Amphiphilic Polyphenylene Dendron Conjugates for Surface Remodeling of Adenovirus 5
Krutzke, Lea,Landfester, Katharina,Li, Longjie,Müllen, Klaus,Mail?nder, Volker,Ng, David Y. W.,Simon, Johanna,Wagner, Jessica,Weil, Tanja,Wu, Yuzhou
supporting information, p. 5712 - 5720 (2020/02/11)
Amphiphilic surface groups play an important role in many biological processes. The synthesis of amphiphilic polyphenylene dendrimer branches (dendrons), providing alternating hydrophilic and lipophilic surface groups and one reactive ethynyl group at the
Structurally characterized hetero-oligopolyphenylenes: Synthetic advances toward next-generation heterosuperbenzenes
Gregg, Daniel J.,Ollagnier, Cecile M. A.,Fitchett, Christopher M.,Draper, Sylvia M.
, p. 3043 - 3052 (2008/09/16)
The successful Diels-Alder [2+4] cycloaddition[1] of dipyrimidyl acetylene and suitably substituted 2,3,4,5-tetraarylcyclopenta-2,4-dien-lones (3-7) generates a series of selectively functionalized hexaarylbenzenes. Each has two pairs of peripheral functional groups (R' and R = tert-butyl 8 and R = methyl 9, methoxy 10, bromo 11, triisopropylsilylethynyl 12) and four ortho-imine nitrogen atoms. The dibromo derivative 11 is a useful precursor for the formation of a mono ethynyl 13 and diethynyl 14 substituted polyphen ylene. Changing the dienophile to di(2thienyl)acetylene gives an S-heteroatom polyphenylene 15. The compounds were fully characterized by using 1H, 13C and a range of 2D NMR spectroscopic techniques, elemental analysis, and mass spectrometry Oxidative cyclodehydrogenation of dimethoxy hexaphenylbenzene 10 by using iron(III) chloride results in the formation of a spirocyclic dienone 16, which in a separate reaction undergoes dienone/ phenol rearrangement to give the first 4-fused-ring, N-heterosuperbenzene (HSB) 17 Six single crystal molecular structures reveal the commonality of unidirectional twisting of the external aromatic rings in these heteroatom polyphenylenes. The twist angles and any H-bonding or interdigitation in these structures are discussed.
Polyphenylene dendrimers with different fluorescent chromophores asymmetrically distributed at the periphery
Weil,Wiesler,Herrmann,Bauer,Hofkens,de Schryver,Muellen
, p. 8101 - 8108 (2007/10/03)
A new synthetic approach leading to asymmetrically substituted polyphenylene dendrimers is presented. Following this method, polyphenylene dendrimers decorated with an increasing number of chromophores at the periphery have been obtained up to the second
Dendritic and hyperbranched polyphenylenes via a simple Diels-Alder route
Morgenroth, Frank,Muellen, Klaus
, p. 15349 - 15366 (2007/10/03)
A Diels-Alder route to dendritic and hyperbranched polyphenylenes, based on hexa(penta)phenylbenzene units, is described. Using ethynyl-, propynyl- and phenylethynyl-substituted tetraphenylcyclopentadienones 1c-e, hyperbranched polymers with molecular weights M(w) as high as 107,000 g mol- 1 are obtained. The new dendritic polyphenylene 5c is synthesized starting from 3,3',5,5'-tetraethynylbiphenyl (2c) via a repetitive Diels-Alder- deprotection sequence, employing tetraphenylcyclopentadienones 1a and 1b.
