21792-52-9Relevant academic research and scientific papers
Gelation or crystallization? Subtle balance of structural factors for assembly of DBA derivatives with methyl esters
Hisaki, Ichiro,Kometani, Eriko,Tohnai, Norimitsu,Miyata, Mikiji
, p. 8079 - 8084 (2015)
Morphology of molecular aggregates is crucially affected by molecular shape and intermolecular interactions. In 2009, we reported the unusual gelation behaviour of a curved-butadiynyl-bridged cyclic pi-conjugated molecule, octadehydrodibenzo[12]annulene ([12]DBA), possessing two methyl ester groups in noncentrosymmetric positions. Aggregation of the [12]DBA derivative occurred anisotropically to give crystalline nanofibers, which finally formed an organogel. To investigate the aggregation behaviour of the related analogues, we synthesized octadehydrotribenzo[14]annulene ([14]DBA) derivatives with two and four methyl ester groups and revealed that the [14]DBAs gave not gels but crystals, in which the molecules are stacked not in a unidirectional manner but in an alternating way. The results indicate that the gelation and crystallization of the present molecular system is derived from the subtle balance of molecular shape and intermolecular interactions.
Photoswitchable enediynes: Use of cyclopropenone as photocleavable masking group for the enediyne triple bond
Poloukhtine, Andrei,Popik, Vladimir V.
, p. 617 - 619 (2005)
Cyclopropenone 1, 2,3-benzobicyclo[8.1.0]undec-1(10)-en-4-yn-11-one, is a thermally stable compound showing no signs of decomposition after heating at 84 °C for 7 d, UV irradiation of which results in an efficient (Φ300 = 0.45) and quantitative
Comparison of "Polynaphthalenes" Prepared by Two Mechanistically Distinct Routes
Johnson, James P.,Bringley, Dustin A.,Wilson, Erin E.,Lewis, Kevin D.,Beck, Larry W.,Matzger, Adam J.
, p. 14708 - 14709 (2003)
The Bergman cyclization has long been known to produce polymers as side products. More recently, this attribute has been harnessed for the production of conjugated materials. However, the structures of these polymers have not been established. To resolve
Self-assembly of radially π-extended tetrathiafulvalene tetramers for visible and near infrared electrochromic nanofiber
Hasegawa, Masashi,Iyoda, Masahiko
, p. 154 - 162 (2020)
The self-assembly and electrochromic nanofiber formation of radially 7pi;-extended tetrathiafulvalene (TTF) tetramers anchored to 1,2,4,5-tetraethynylbenzene were investigated. The tetramer with SBu-substituents underwent self-assembly in solution. Cationic species of the tetramer, obtained by chemical oxidation with Fe(ClO4)3, exhibited a marked electrochromism in the solution. Their electronic spectra revealed absorption bands corresponding to intermolecular mixed-valence aggregation based on (TTF//TTF)+, and π-aggregation based on (TTF?+//TTF?+) due to the strong molecular association in the cationic species. Furthermore, the tetramer formed an entangled nanoscale fibrous material from CHCl3 hexane. Electrochemical oxidation of the nanofiber on an indium tin oxide electrode revealed a repeatable redox profile. The nanofiber displayed remarkable electrochromic behavior: The color of the fiber changed from purple (neutral) to brown/brownish green (dication and trication) and green (tetracation). These color changes of the nanofiber are similar to those in solution, and the electronic spectra of the oxidized nanofibers reflected the stacked TTF units in the cationic nanofibers.
Benzocyclobutabiphenylene, the First Member of a Novel Series of Linear Cyclobutadienoid Acenes
Berris, Bruce C.,Hovakeemian, George H.,Vollhardt, K. Peter C.
, p. 502 - 503 (1983)
Palladium mediated ethynylation of iodoarenes coupled with cobalt catalysed alkyne cotrimerisations allows rapid access to benzocyclobutabiphenylene, a linear biphenylenoid, and two of its trimethylsilyl derivatives.
Partitioning MOF-5 into Confined and Hydrophobic Compartments for Carbon Capture under Humid Conditions
Ding, Nan,Li, Haiwei,Feng, Xiao,Wang, Qianyou,Wang, Shan,Ma, Li,Zhou, Junwen,Wang, Bo
, p. 10100 - 10103 (2016)
Metal-organic frameworks (MOFs), by virtue of their remarkable uptake capability, selectivity, and ease of regeneration, hold great promise for carbon capture from fossil fuel combustion. However, their stability toward moisture together with the competit
Acetylene-substituted phosphane oxides: Building blocks for macrocycles
Van Assema, Sander G. A.,De Jong, G. Bas,Ehlers, Andreas W.,De Kanter, Frans J. J.,Schakel, Marius,Spek, Anthony L.,Lutz, Martin,Lammertsma, Koop
, p. 2405 - 2412 (2007)
Phosphorus-based macrocycles with acetylenic scaffolds have been built from acetylene-substituted phosphane oxides that were formed from diisopropylphosphoramidic dibromide (3) and an acetylenic Grignard reagent. The four-and six-edged macrocycles 15 and
A new halogen bonding 1,2-iodo-triazolium-triazole benzene motif for anion recognition
Beer, Paul D.,Bunchuay, Thanthapatra,Docker, Andrew,White, Nicholas G.
, (2021/09/28)
The synthesis of a series of halogen bonding (XB) acyclic anion receptors based on a novel 1,2-iodo-triazolium-triazole benzene motif is reported. A combination of one- and two-dimensional 1H and 19F NMR spectroscopic techniques eluc
Are bis(pyridine)iodine(i) complexes applicable for asymmetric halogenation?
Andreasson, M?ns,Erdelyi, Mate,Németh, Flóra Boróka,Pápai, Imre,Sethio, Daniel,von der Heiden, Daniel
, p. 8307 - 8323 (2021/10/12)
Enantiopure halogenated molecules are of tremendous importance as synthetic intermediates in the construction of pharmaceuticals, fragrances, flavours, natural products, pesticides, and functional materials. Enantioselective halofunctionalizations remain
Gold-Catalyzed Carbazolation Reactions of Alkynes
He, Feifei,Jana, Sripati,Koenigs, Rene M.
supporting information, (2020/07/03)
Herein, we report on a Au(I)-catalyzed reaction of alkynes with carbazoles that enables a one-step synthesis of vinyl carbazoles that are important molecules for applications as photoluminescent materials. This reaction proceeds under mild conditions at r
