- Mimicking Photosystem I with a Transmembrane Light Harvester and Energy Transfer-Induced Photoreduction in Phospholipid Bilayers
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Photosystem I (PS I) is a transmembrane protein that assembles perpendicular to the membrane, and performs light harvesting, energy transfer, and electron transfer to a final, water-soluble electron acceptor. We present here a supramolecular model of it formed by a bicationic oligofluorene 12+ bound to the bisanionic photoredox catalyst eosin Y (EY2?) in phospholipid bilayers. According to confocal microscopy, molecular modeling, and time dependent density functional theory calculations, 12+ prefers to align perpendicularly to the lipid bilayer. In presence of EY2?, a strong complex is formed (Ka=2.1±0.1×106 m?1), which upon excitation of 12+ leads to efficient energy transfer to EY2?. Follow-up electron transfer from the excited state of EY2? to the water-soluble electron donor EDTA was shown via UV–Vis absorption spectroscopy. Overall, controlled self-assembly and photochemistry within the membrane provides an unprecedented yet simple synthetic functional mimic of PS I.
- Pannwitz, Andrea,Saaring, Holden,Beztsinna, Nataliia,Li, Xinmeng,Siegler, Maxime A.,Bonnet, Sylvestre
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- Impact of Five-membered Heterocyclic Rings on Photophysical Properties including Two-photon Absorption Character
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A series of dipolar-type terphenyl derivatives 13 featuring an electron donor (p-NMe2C6H4 group) and acceptor (p-NO2C6H4 group) unit was synthesized and their photophysical properties were
- Abe, Manabu,Chitose, Youhei,Lin, Tzu-Chau,Pham, Thuy Thi Thu,Tam, Tran Thi Thanh,Tseng, Wei-Lun
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supporting information
p. 1810 - 1813
(2021/10/27)
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- Magnesium promoted autocatalytic dehydrogenation of amine borane complexes: A reliable, non-cryogenic, scalable access to boronic acids
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Owing to the unusual reactivity of dialkylamine-borane complexes, a methodology was developed to simply access boronic acids. The intrinsic instability of magnesium aminoborohydride was tweaked into a tandem dehydrogenation borylation sequence. Proceeding via an autocatalytic cycle, amineborane dehydrogenation was induced by a variety of Grignard reagents. Overall, addition of the organomagnesium species onto specially designed dialkylamine-borane complexes led to a variety of boronic acids in high yields. In addition, the reaction can be performed under Barbier conditions, on a large scale.
- Marciasini, Ludovic D.,Richard, Jimmy,Cacciuttolo, Bastien,Sartori, Guillaume,Birepinte, Melodie,Chabaud, Laurent,Pinet, Sandra,Pucheault, Mathieu
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p. 164 - 171
(2018/12/05)
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- Benzacridine derivatives and organic light-emitting device (OLED) thereof
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The invention provides benzacridine derivatives and an organic light-emitting device (OLED) thereof, and relates to the technical field of organic optoelectronic materials. The compounds has the advantages of simple preparation method and easy obtaining of raw materials, have better hole transmission efficiency, film-forming property and thermal stability. Furthermore, the compounds also can be applied to a light extraction layer of the device, and can effectively reduce driving voltage and increase light-emitting efficiency, thus being light extraction materials with good performance.
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Paragraph 0057; 0058; 0059
(2018/07/30)
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- Fluorescent chemosensors of carbohydrate triols exhibiting TICT emissions
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4-4′-Disubstituted biphenyl boronic acids (BBAs) are push-pull fluorophores with "turn-on" fluorescence properties. Upon carbohydrate triol binding, BBA boronate esters can participate in photon-induced electron transfer, giving a twisted intramolecular charge transfer (TICT) complex. The resulting TICT emissions distinguish between carbohydrates that bind to boron as a diol versus triol unit, thereby revealing stereochemical information about the carbohydrate.
- Oesch, David,Luedtke, Nathan W.
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supporting information
p. 12641 - 12644
(2015/08/06)
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- Sequential one-pot access to molecular diversity through aniline aqueous borylation
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On the basis of our recently reported aniline aqueous borylation, molecular diversity was achieved in a one-pot process by combining other reactions such as esterification, Suzuki-Miyaura coupling, hydrogenolysis, or Petasis borono-Mannich.
- Erb, William,Albini, Mathieu,Rouden, Jacques,Blanchet, Jrme
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p. 10568 - 10580
(2015/01/08)
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- Synthesis and biological activity of new 4-(Pyridin-4-yl)-(3-methoxy-5- methylphenyl)- 1H-pyrazoles derivatives as ROS Receptor tyrosine kinase inhibitors
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A series of new 4-(pyridin-4-yl)-(3-methoxy-5-methylphenyl)-1H-pyrazoles (6a-k & 7a-l) has been rationally designed based on the structure of the lead compound KIST301080, a selective ROS receptor tyrosine kinase inhibitor, in order to study the activity of ROS of this new class of inhibitors. The compounds were synthesized and screened against ROS kinase, where compound 6h showed moderate inhibitory activity with an IC50 value of 6.25 μM. The study emphasized the importance of the acetonitrile group at the pyrazole ring and also the importance of having a hydrogen bond donor on the distal phenyl ring linked to the pyridine moiety.
- Park, Byung Sun,El-deeb, Ibrahim M.,Yoo, Kyung Ho,Han, Dong Keun,Tae, Jin Sung,Lee, So Ha
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p. 3629 - 3634
(2013/01/16)
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- Highly efficient one-pot access to functionalized arylboronic acids via noncryogenic bromine/magnesium exchanges
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A general and convenient protocol for the electrophilic borylation of aryl Grignard reagents prepared from arylbromides by direct insertion of magnesium in the presence of LiCl or by Mg/Br exchange with iPrMgCl?LiCl has been developed. Various aryl boronic acids were synthesized in a straightforward manner in excellent yields at 0 °C.
- Leermann, Timo,Leroux, Frederic R.,Colobert, Francoise
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supporting information; experimental part
p. 4479 - 4481
(2011/10/09)
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- Red-emitting dyes with photophysical and photochemical properties controlled by pH
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New unsymmetrical zinc azaphthalocyanines, bearing one substituted aniline as a peripheral substituent, were prepared by using a statistical condensation approach. Both fluorescence and singlet oxygen quantum yields were extremely low in DMF (φFΔF=0. 22-0.29, φΔ=0.40-0.59, respectively). This behavior was attributed to the deactivation of excited states by intramolecular charge transfer from a donor site (aniline), which was blocked after protonation in acidic media. In the protonated form, all of the compounds efficiently emitted light with λem in the region of 662-675 nm. The investigated compounds were anchored to dioleoylphosphatidylcholine (DOPC) unilamellar vesicles and showed response to buffer pH. They were highly fluorescent at low pH values and almost nonfluorescent in neutral solutions. The pKa values were determined in DOPC vesicles and ranged between 2.2 and 4.2.
- Novakova, Veronika,Miletin, Miroslav,Kopecky, Kamil,Zimcik, Petr
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experimental part
p. 14273 - 14282
(2012/01/06)
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- Molecular motion in zinc hydrazone grid complexes
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Four new grid forming hydrazone ligands substituted with methoxy and dimethylamino groups were synthesised. Combination of these ligands with zinc triflate in acetonitrile resulted in self-assembly to form grids as indicated by 1H NMR and ES-MS
- Dutta, Manisha,Movassat, Meisam,Brook, David J.R.,Oliver, Allen,Ward, Don
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experimental part
p. 632 - 643
(2012/03/27)
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- 2,3,4,5-TETRAHYDRO-1H-1,5-BENZODIAZEPINE DERIVATIVE AND MEDICINAL COMPOSITION
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The present invention has its object to provide a 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine derivative represented with the Formula (1) , or the pharmaceutically acceptable salt, which is effective as a therapeutic and prophylactic agent for diabetes, diabetic nephropathy, or glomerulosclerosis.
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- Synthesis of 4,5-diarylquinazolines: A system with cofacial aromatic rings. Diazines. Part 39
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Using metallation reactions and Pd-catalyzed coupling, we report here two synthetic routes leading to eight new 4,5-di(hetero)arylquinazolines. Non-linear activity has been highlighted for some of these compounds with stacked aromatic rings.
- Busch, Alexandrine,Chapoulaud, Valérie Gautheron,Audoux, Jér?me,Plé, Nelly,Turck, Alain
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p. 5373 - 5382
(2007/10/03)
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- Arylation of 8-acetoxyoctalenone in a nickel-catalyzed coupling reaction with lithium arylborates
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In order to find a suitable organometallic compound and a catalyst for the arylation of 8-acetoxyoctalenone 4 (a stereoisomeric mixture of 4α and 4β), phenylation was first investigated with PhZnX (7: X = Cl; 8: X = Br)/Pd or Ni cat., PhSnBu3 (9)/Pd cat. and LiCl, and [PhB(Bu)(OCHMeCH-MeO)]Li (10a)/Ni cat. Borate 10a provided the desired product 11a with high stereoselectivity. The stereochemical outcome was irrespective of the stereochemistry of the acetoxy group in 4. Four more aryl groups, p-R-C6H4 (R = Me, MeO, Ph, and Me2N), were installed stereoselectively with this method.
- Kobayashi, Yuichi,Ito, Michiko
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p. 3393 - 3397
(2007/10/03)
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