- Narrowing Segments of Helical Carbon Nanotubes with Curved Aromatic Panels
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Rigid molecular cylinders with a 1 nm diameter were synthesized by assembling arylene panels with Pt-mediated macrocylization. Chrysenylene panels that previously participated in tetrameric macrocyclization were contorted by the addition of two benzo groups on the sides to form dibenzochrysenylene, which allowed for a reduction in the numbers of participating panels to three. Consequently, narrowed cyclochrysenylene congeners were obtained. The narrowed chiral cylinders possessed width-dependent chiroptical properties. The magnetic transition dipole moment was dictated by the radius of a ring-current-like circle that was formed by local electric transition dipole moments on the cylinder.
- Kogashi, Kanako,Matsuno, Taisuke,Sato, Sota,Isobe, Hiroyuki
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- Methylene Bridging Effect on the Structures, Lewis Acidities and Optical Properties of Semi-planar Triarylboranes
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Three synthetic methods towards semi-planar triarylboranes with two aryl rings connected by a methylene bridge have been developed. The fine-tuning of their stereoelectronic properties and Lewis acidities was achieved by introducing fluorine, methyl, methoxy, n-butyl and phenyl groups either at their exocyclic or bridged aryl rings. X-ray diffraction analysis and quantum-chemical calculations provided quantitative information on the structural distortion experienced by the near planar hydro-boraanthracene skeleton during the association with Lewis bases such as NH3 and F?. Though the methylene bridge between the ortho-positions of two aryl rings of triarylboranes decreased the Gibbs free energies of complexation with small Lewis bases by less than 5 kJ mol?1 relative to the classical Lewis acid BAr3, the steric shielding of the CH2 bridge is sufficient to avoid the formation of Lewis adducts with larger Lewis bases such as triarylphosphines. A newly synthesized spirocyclic amino-borane with a long intramolecular B?N bond that could be dissociated under thermal process, UV-irradiation, or acidic conditions might be a potential candidate in Lewis pairs catalysis.
- Doan, Thu-Hong,Chardon, Aurélien,Osi, Arnaud,Mahaut, Damien,Tumanov, Nikolay,Wouters, Johan,Champagne, Beno?t,Berionni, Guillaume
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supporting information
p. 1736 - 1743
(2020/12/11)
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- Magnolol dimer-derived fragments as PPARγ-selective probes
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Partial agonists of the transcription factor PPARγ (peroxisome proliferator-activated receptor γ) have shown potential for the treatment of metabolic and inflammatory conditions and novel activators serve as valuable tool and lead compounds. Based on the
- Dreier, Dominik,Resetar, Mirta,Temml, Veronika,Rycek, Lukas,Kratena, Nicolas,Schnürch, Michael,Schuster, Daniela,Dirsch, Verena M.,Mihovilovic, Marko D.
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p. 7019 - 7028
(2018/10/17)
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- One-pot enyne metathesis/Diels-Alder/oxidation to six-membered silacycles with a multi-ring core: Discovery of novel fluorophores
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Polycyclic compounds containing a six-membered silacycle are important. However, we have limited knowledge of the nature of these six-membered silacycles because methodologies for their synthesis remain under-developed. Here, we have developed a one-pot e
- Yoshioka, Shohei,Fujii, Yuki,Tsujino, Hirofumi,Uno, Tadayuki,Fujioka, Hiromichi,Arisawa, Mitsuhiro
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supporting information
p. 5970 - 5973
(2017/07/10)
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- GRAPHENE NANORIBBONS WITH CONTROLLED ZIG-ZAG EDGE AND COVE EDGE CONFIGURATION
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Provided are graphene nanoribbons with controlled zig-zag edge and cove edge configuration and methods for preparing such graphene nanoribbons. The nanoribbons are selected from the following formulae.
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Page/Page column 39; 41
(2015/09/22)
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- Gold(I)-catalyzed iodination of arenes
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A wide variety of electron-rich arenes were efficiently converted into the corresponding iodinated compounds via a gold(I)-catalyzed reaction under mild conditions. Georg Thieme Verlag Stuttgart. New York.
- Leboeuf, David,Ciesielski, Jennifer,Frontier, Alison J.
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supporting information
p. 399 - 402
(2014/03/21)
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- Synthesis of substituted indoline and carbazole by benzyne-mediated cyclization-functionalization
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A benzyne-mediated synthesis of substituted indolines and carbazoles was developed. The reaction includes generation of benzyne using Mg(TMP) 2·2LiCl as a base, cyclization, and trapping the resulting organomagnesium intermediate with an electr
- Noji, Toshiharu,Fujiwara, Hideto,Okano, Kentaro,Tokuyama, Hidetoshi
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p. 1946 - 1949
(2013/06/04)
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- Cu(I)-mediated lactone formation in subcritical water: A benign synthesis of benzopyranones and urolithins A-C
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Benzopyranones were successfully synthesized using Cu(I)-mediated C-O bond formation in subcritical water. A number of benzopyranone derivatives including polymethoxy benzopyranones, benzopyranopyridones, chromenoindolones, and furochromenones were synthesized in satisfactory yield. This methodology was further applied to synthesize the intestinal microbial metabolites, urolithins A, B, and C, which were found to exhibit potent antioxidant activity.
- Nealmongkol, Prattya,Tangdenpaisal, Kassrin,Sitthimonchai, Somkid,Ruchirawat, Somsak,Thasana, Nopporn
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p. 9277 - 9283
(2013/10/01)
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- A total synthesis prompts the structure revision of haouamine B
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A concise asymmetric approach to the indeno-tetrahydropyridine core of the unusual alkaloid haouamine B allowed for an investigation of a biomimetic oxidative phenol coupling as a proposed biosynthetic step, and ultimately provided access to the published structure of the natural product. As a consequence of our synthetic studies, the structure of haouamine B has been revised.
- Matveenko, Maria,Liang, Guangxin,Lauterwasser, Erica M. W.,Zubia, Eva,Trauner, Dirk
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supporting information; experimental part
p. 9291 - 9295
(2012/07/14)
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- Regioselective hydrostannation of diarylalkynes directed by a labile ortho bromine atom: An easy access to stereodefined triarylolefins, hybrids of combretastatin A-4 and isocombretastatin A-4
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A series of triarylolefins bearing the combretastatin A-4 and the isocombretastatin A-4 cores were synthesized and evaluated. The cooperative ortho-effect of a labile bromine atom in the regioselective hydrostannation of unsymmetrical diarylalkynes leadin
- Rasolofonjatovo, Evelia,Provot, Olivier,Hamze, Abdallah,Bignon, Jérome,Thoret, Sylviane,Brion, Jean-Daniel,Alami, Mouad
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experimental part
p. 3617 - 3626
(2010/09/05)
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- Therapeutic Compounds and Their Use in Treating Diseases and Disorders
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The invention provides novel therapeutic compounds, pharmaceutical compositions comprising these compounds, and methods for using these compounds and compositions to treat diseases and disorders, such as cancer.
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Page/Page column 70
(2009/06/27)
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