615-87-2Relevant academic research and scientific papers
Diazapentacenes from Quinacridones
Wiesner, Thomas,Ahrens, Lukas,Rominger, Frank,Freudenberg, Jan,Bunz, Uwe H. F.
supporting information, p. 4553 - 4556 (2021/02/26)
Bis(silylethynylated) 5,7- and 5,12-diazapentacenes were synthesized from cis- and trans-quinacridone using protection, alkynylation and deoxygenation. The solid-state packing of the targets is determined by choice and position of the silylethynyl substit
Simultaneous Generation of a [2 × 2] Grid-Like Complex and a Linear Double Helicate: a Three-Level Self-Sorting Process
Ayme, Jean-Fran?ois,Lehn, Jean-Marie,Bailly, Corinne,Karmazin, Lydia
supporting information, p. 5819 - 5824 (2020/03/30)
Two constitutional dynamic libraries (CDLs) - each containing two amines, two dialdehydes, and two metal salts - have been found to self-sort, generating two pairs of imine-based metallosupramolecular architectures (sharing no component) each with a [2 ×
Anion Recognition in Water by Charge-Neutral Halogen and Chalcogen Bonding Foldamer Receptors
Borissov, Arseni,Marques, Igor,Lim, Jason Y.C.,Félix, Vítor,Smith, Martin D.,Beer, Paul D.
supporting information, p. 4119 - 4129 (2019/03/07)
A novel strategy for the recognition of anions in water using charge-neutral σ-hole halogen and chalcogen bonding acyclic hosts is demonstrated for the first time. Exploiting the intrinsic hydrophobicity of halogen and chalcogen bond donor atoms integrated into a foldamer structural molecular framework containing hydrophilic functionalities, a series of water-soluble receptors was constructed for an anion recognition investigation. Isothermal titration calorimetry (ITC) binding studies with a range of anions revealed the receptors to display very strong and selective binding of large, weakly hydrated anions such as I- and ReO4-. This is achieved through the formation of 2:1 host-guest stoichiometric complex assemblies, resulting in an encapsulated anion stabilized by cooperative, multidentate, convergent σ-hole donors, as shown by molecular dynamics simulations carried out in water. Importantly, the combination of multiple σ-hole-anion interactions and hydrophobic collapse results in I- affinities in water that exceed all known σ-hole receptors, including cationic systems (β2 up to 1.68 × 1011 M-2). Furthermore, the anion binding affinities and selectivity trends of the first example of an all-chalcogen bonding anion receptor in pure water are compared with halogen bonding and hydrogen bonding receptor analogues. These results further advance and establish halogen and chalcogen bond donor functions as new tools for overcoming the challenging goal of anion recognition in pure water.
A halogen-bonding foldamer molecular film for selective reagentless anion sensing in water
Hein, Robert,Borissov, Arseni,Smith, Martin D.,Beer, Paul D.,Davis, Jason J.
supporting information, p. 4849 - 4852 (2019/05/02)
We describe self-assembled monolayers of novel halogen-bonding and hydrogen-bonding foldamer receptors capable of selectively recruiting perrhenate, iodide and thiocyanate in water. Unprecedented anion sensing via impedance-derived capacitance spectroscopy enables subsequent sensitive and selective anion detection without the need for a redox probe. Importantly, the sensing of any anion should be possible using this novel electrochemical approach.
Synthesis of a Helical Analogue of Kekulene: A Flexible ?€-Expanded Helicene with Large Helical Diameter Acting as a Soft Molecular Spring
Nakakuki, Yusuke,Hirose, Takashi,Matsuda, Kenji
supporting information, p. 15461 - 15469 (2018/11/23)
A π-expanded helicene that is the helically twisted analogue of kekulene was synthesized using a 6-fold ring-closing olefin metathesis (RCM) reaction as a key step. The π-expanded geometry with large helical diameter (dh = 10.2 ?), consisting o
Versatile synthesis of tunable N,S-bridged-[1.1.1.1]-cyclophanes promoted by ester functions
Malytskyi, Volodymyr,da Silva, Vinicius Demetrio,Siri, Olivier,Giorgi, Michel,Raimundo, Jean-Manuel
, p. 6363 - 6367 (2016/09/23)
We report herein a powerful and highly adaptable metal-free organic synthetic route to functionalized N,S- bridged-[1.1.1.1]-cyclophanes using an ester-promoted macrocyclisation step. The newly synthesized cyclophanes are obtained in good yields exhibitin
NOVEL COMPOUNDS FOR ORGANIC ELECTRONIC MATERIAL AND ORGANIC ELECTRONIC DEVICE USING THE SAME
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Paragraph 0051-0052, (2016/10/17)
PROBLEM TO BE SOLVED: To provide: novel compounds for organic electronic material which may be included in a hole transport layer, electron transport layer or hole injection layer or may be used as a host or dopant; and an organic electronic element using
V-shaped rigid bidentate carboxylic acid ligand, and preparation method and application thereof
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Paragraph 0014; 0021, (2017/02/17)
The invention relates to a V-shaped rigid bidentate carboxylic acid ligand, and a preparation method and an application thereof. A technical scheme adopted in the invention is characterized in that the structural formula of the V-shaped rigid bidentate ca
Novel Compounds for Organic Electronic Material and Organic Electronic Device Using the Same
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Paragraph 0099-0102, (2020/03/20)
The present invention relates to a novel compound for an organic electronic material and an organic electronic device containing the same. The compound for an organic electronic material according to the present invention is indicated as a chemical formul
Four- and Sixfold Tandem-Domino Reactions Leading to Dimeric Tetrasubstituted Alkenes Suitable as Molecular Switches
Tietze, Lutz F.,Waldecker, Bernd,Ganapathy, Dhandapani,Eichhorst, Christoph,Lenzer, Thomas,Oum, Kawon,Reichmann, Sven O.,Stalke, Dietmar
supporting information, p. 10317 - 10323 (2015/09/01)
A highly efficient palladium-catalyzed fourfold tandem-domino reaction consisting of two carbopalladation and two C-H-activation steps was developed for the synthesis of two types of tetrasubstituted alkenes 3 and 6 with intrinsic helical chirality starting from substrates 1 and 4, respectively. A sixfold tandem-domino reaction was also developed by including a Sonogashira reaction. 20 compounds with different substitution patterns were prepared with yields of up to 97%. Structure elucidation by X-ray crystallography confirmed helical chirality of the two alkene moieties. Photophysical investigations of some of the compounds showed pronounced switching properties through light-controlled changes of their stereochemical configuration.
