132725-72-5Relevant academic research and scientific papers
Reactive Phenanthrene Derivatives as Markers of Amino Groups in Fluorescence Microscopy of Surface Modified Micro-Zeolite L
Reis, Izadora Fonseca,Foltran, Larissa Schumekel,Lauer, Milena Helmer,Gehlen, Marcelo Henrique,Drekener, Roberta Lopes,Correia, Carlos Roque Duarte
, p. 1417 - 1424 (2021/07/17)
Two reactive phenanthrene derivatives, 4-(1H phenanthrol [9,10-d] imidazole-2-yl) benzaldehyde (PIB) and 6,9-dimethoxyphenanthro[9,10-c]furan-1,3-dione (PA) with high fluorescent quantum yields were prepared and used as fluorescent marker in fluorescence microscopy. In particular, silane modified μmZeolite-L containing amino group (-NH2) in the surface were labeled with the phenanthrene derivatives allowing good imaging resolution and spectroscopy measurements. The presence of a large Stokes shift of the probes due to their intramolecular charge-transfer character gives an advantage of the compounds in confocal laser fluorescence microscopy due to easy signal separation in excitation and emission wavelengths. On the other hand, these results open up the possibility of using these probes for visualization of Zeolite-based materials commonly used as catalysts in thermal and photochemical reactions.
Synthesis of anti-tubercular marine alkaloids denigrins A and B
Karak, Milandip,Oishi, Tohru,Torikai, Kohei
, p. 2800 - 2803 (2018/06/15)
The first synthesis of anti-tubercular marine alkaloids denigrins A and B were accomplished in three and five steps and 62% and 31% overall yields respectively, from maleic anhydride. The key features of the synthesis include efficient Mizoroki-Heck reaction, geometry-controlled vinylogous aldol condensation, and one-pot lactamization. The synthesis first demonstrates the serviceability of maleic anhydride in palladium-catalyzed cross-coupling reactions with diaryliodonium salt.
Diarylmaleic anhydrides: unusual organic luminescence, multi-stimuli response and photochromism
Mei, Xiaofei,Wang, Jingwei,Zhou, Zhonggao,Wu, Shiyi,Huang, Limei,Lin, Zhenghuan,Ling, Qidan
supporting information, p. 2135 - 2141 (2017/03/09)
Diarylmaleic anhydride derivatives containing benzene (BPMA), thiophene (BTMA) and indole (BIMA) exhibit diverse and distinct fluorescence: aggregation-caused quenching (ACQ) of red emission of BIMA, blue aggregation-induced emission (AIE) of BPMA, and green dual-state emission (DSE) of BTMA in both solution and the solid state. Theoretical calculation and crystal structure analysis indicate that intramolecular and intermolecular interactions are responsible for their different emission behavior. A series of DSE-active molecules with full-color emission could be developed for the first time, through modification of the structures of BPMA and BIMA. Interestingly, BTMA and BPMA display multi-stimuli-responsive luminescence with a high-contrast (Δλem > 100 nm) and an unusual photochromic phenomenon in dichloromethane, which were utilized to construct rewritable data storage and mimic molecular logic operation (4-to-2 encoder and 1?:?2 demultiplexer), respectively.
Fluorescence from bisaryl-substituted maleimide derivatives
Lauer, Milena Helmer,Drekener, Roberta Lopes,Correia, Carlos Roque Duarte,Gehlen, Marcelo Henrique
, p. 859 - 866 (2014/06/09)
A series of bisaryl-substituted fluorescent maleimides was synthesized via the Heck arylation. The compounds showed broad fluorescence emission bands in the visible region, a large Stokes shift in polar solvents and emission quantum yields varying from 0.
Expeditious synthesis of the marine natural products prepolycitrin a and polycitrins a and b through heck arylations
Canto, Karen,Da Silva Ribeiro, Rodrigo,Biajoli, Andre F. P.,Correia, Carlos Roque D.
, p. 8004 - 8013 (2014/01/06)
New, efficient protocols for the syntheses of the marine natural products prepolycitrin A as well as polycitrins A and B were developed by employing the Heck-Matsuda arylation of maleic anhydride or dimethyl fumarate with aryldiazonium tetrafluoroborates. Both symmetrical and unsymmetrical 3,4-diarylmaleic anhydrides were easily and effectively prepared. Efficient bromination reactions that employed tribromoisocyanuric acid provided access to the polycitrin family of compounds. Under microwave irradiation in the presence of tyramine, the corresponding maleimides were obtained in high yields from the brominated 3,4-diarylmaleic anhydrides. This methodology provided for the concise synthesis of prepolycitrin A and the total syntheses of the marine alkaloids polycitrins A and B in overall yields of 37 and 47 % from maleic anhydride and dimethyl fumarate, respectively. The efficient and concise syntheses of the marine natural products prepolycitrin A as well as polycitrins A and B were accomplished by using a Heck-Matsuda arylation of maleic anhydride with aryldiazonium tetrafluoroborates. Polycitrins A and B were synthesized in overall yields of 37 and 47 %, respectively. Copyright
Heck arylation of maleic anhydrides using arenediazonium tetrafluoroborates: Synthesis of mono- and diarylated maleic anhydrides and of the marine alkaloids prepolycitrin A and Polycitrin A
Burtoloso, Antonio Carlos B.,Garcia, Ariel L. L.,Miranda, Karen C.,Correia, Carlos Roque D.
, p. 3145 - 3149 (2008/02/13)
The Heck arylation of maleic anhydrides using arenediazonium tetrafluoroborates was investigated. Symmetrical and unsymmetrical 3,4-diarylmaleic anhydrides, some of them showing interesting fluorescent properties, were prepared in one or two steps from ch
Biomimetic total synthesis of polycitrin A
Terpin, Andreas,Polborn, Kurt,Steglich, Wolfgang
, p. 9941 - 9946 (2007/10/02)
The synthesis of the marine alkaloid polycitrin A (1a) is described. The synthesis is based on the formation of 3,4-bisarylpyrrole-2,5-dicarboxylic acids from 3-arylpyruvic acids by oxidative coupling and consecutive pyrrole ring formation. The pyrrole di
