- Unreactive C-N Bond Activation of Anilines via Photoinduced Aerobic Borylation
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Unreactive C-N bond activation of anilines was achieved by photoinduced aerobic borylation. A diverse range of tertiary and secondary anilines were converted to aryl boronate esters in moderate to good yields with wide functional group tolerance under simple and ambient photochemical conditions. This transformation achieved the direct and facile C-N bond activation of unreactive anilines, providing a convenient and practical route transforming widely available anilines into useful aryl boronate esters.
- Ji, Shuohan,Qin, Shengxiang,Yin, Chunyu,Luo, Lu,Zhang, Hua
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supporting information
p. 64 - 68
(2021/12/27)
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- Fluorescent probe for detecting active oxygen molecule and preparation method and application thereof
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The invention discloses a fluorescent probe for detecting reactive oxygen molecules and a preparation method and application thereof, wherein the fluorescent probe comprises a quinolinium ion framework. The trimethylsilyl based on carbon-silicon single bo
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Paragraph 0047-0050; 0052
(2021/10/27)
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- BTK Inhibitors and uses thereof
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The invention discloses a bruton's tyrosine kinase (BTK) inhibitor and use thereof. Specifically, the invention provides heteroaromatic compounds or stereoisomers, geometrical isomers, tautomers, racemates, nitrogen oxides, hydrates, solvates, metabolites and pharmaceutically acceptable salts or prodrugs thereof, and pharmaceutical compositions containing the heteroaromatic compounds; the invention also discloses use of the heteroaromatic compounds or the pharmaceutical compositions containing the heteroaromatic compounds in preparation of medicines; the medicines can be used for treating autoimmune diseases, inflammatory diseases or proliferative diseases.
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Paragraph 1839; 1845-1847
(2020/05/02)
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- Sulfo-Phenylated Polyphenylenes Containing Sterically Hindered Pyridines
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We systematically investigated the effect of incorporating a sterically hindered pyridyl group into a sulfo-phenylated polyphenylene to control the polymer's physicochemical properties through acid-base interactions. Homopolymers with similar molecular weights and comparable structures that vary by only one atom (N- vs C-) per repeat unit along the polymer chain were prepared. Compared to a non-pyridyl reference membrane, incorporation of a pyridyl group improves the oxidative stability against free radicals, increases the elongation at break to 55% (from 37%), and enhances the thermal stability to 326 °C (from 246 °C). In an accelerated fuel cell degradation test, polymeric membranes containing the sterically encumbered pyridyl unit exhibited exceptional stability (0.16 mV h-1 degradation rate over 1000 h) and retained ~80% of their peak power density over this time.
- Xu, Shaoyi,Adamski, Michael,Killer, Miho,Schibli, Eric M.,Frisken, Barbara J.,Holdcroft, Steven
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p. 2548 - 2559
(2019/03/26)
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- Long-Distance Rate Acceleration by Bulk Gold
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We report on a very unusual case of surface catalysis involving azobenzenes in contact with a Au(111) surface. A rate acceleration of the cis–trans isomerization on gold up to a factor of 1300 compared to solution is observed. By using carefully designed molecular frameworks, the electronic coupling to the surface can be systematically tuned. The isomerization kinetics of molecules with very weak coupling to the metal is similar to that found in solution. For their counterparts with strong coupling, the relaxation rate is shown to depend on the spin-density distribution in the triplet states of the molecules. This suggests that an intersystem crossing is involved in the relaxation process. Aside from their impact on catalytic processes, these effects could be used to trigger reactions over long distances.
- Schlimm, Alexander,L?w, Roland,Rusch, Talina,R?hricht, Fynn,Strunskus, Thomas,Tellkamp, Tobias,S?nnichsen, Frank,Manthe, Uwe,Magnussen, Olaf,Tuczek, Felix,Herges, Rainer
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supporting information
p. 6574 - 6578
(2019/04/26)
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- Alkynyl Moiety for Triggering 1,2-Metallate Shifts: Enantiospecific sp2–sp3 Coupling of Boronic Esters with p-Arylacetylenes
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The enantiospecific coupling of secondary and tertiary boronic esters to aromatics has been investigated. Using p-lithiated phenylacetylenes and a range of boronic esters coupling has been achieved by the addition of N-bromosuccinimide (NBS). The alkyne functionality of the intermediate boronate complex reacts with NBS triggering the 1,2-migration of the group on boron to carbon giving a dearomatized bromoallene intermediate. At this point elimination and rearomatization occurs with neopentyl boronic esters, giving the coupled products. However, using pinacol boronic esters, the boron moiety migrates to the adjacent carbon resulting in formation of ortho boron-incorporated coupled products. The synthetic utility of the boron incorporated product has been demonstrated by orthogonal transformation of both the alkyne and boronic ester functionalities.
- Ganesh, Venkataraman,Odachowski, Marcin,Aggarwal, Varinder K.
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p. 9752 - 9756
(2017/08/08)
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- A new and efficient route for the synthesis of alkynyl functionalized silicon derivatives
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The iridium-based catalytic system, [{Ir(μ-Cl)(CO)2} 2]/NEt(i-Pr)2, was examined in the coupling reaction of iodotrisubstituted silanes (R3SiI) with various terminal arylalkynes (R1CCH). Under optimum
- Kownacki, Ireneusz,Orwat, Bartosz,Marciniec, Bogdan,Kownacka, Agnieszka
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supporting information
p. 548 - 550
(2014/01/06)
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- NEW (TRIORGANOSILYL)ALKYNES AND THEIR DERIVATIVES AND A NEW CATALYTIC METHOD FOR OBTAINING NEW AND CONVENTIONAL SUBSTITUTED (TRIORGANOSILYL)ALKYNES AND THEIR DERIVATIVES
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The present invention relates to new (triorganosilyl)alkynes and their derivatives having general formula 1 R1—C≡C—Z (I) In its second aspect, this invention relates to a new selective method for the preparation of new and conventional (triorga
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Paragraph 0205; 0227 - 0233; 0234-0240
(2014/02/15)
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- Investigation of a lithium-halogen exchange flow process for the preparation of boronates by using a cryo-flow reactor
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Conducting low-temperature organometallic reactions under continuous flow conditions offers the potential to more accurately control exotherms and thus provide more reproducible and scalable processes. Herein, progress towards this goal with regards to the lithium-halogen exchange/borylation reaction is reported. In addition to improving the scope of substrates available on a research scale, methods to improve reaction profiles and expedite purification of the products are also described. On moving to a continuous system, thermocouple measurements have been used to track exotherms and provide a level of safety for continuous processing of organometallic reagents. The use of an in-line continuous liquid-liquid separation device to circumvent labour intensive downstream off-line processing is also reported. A cool setup: A small footprint, modular setup based around a cryo-flow reactor is reported for the preparation of gram quantities of boronic esters. With minimum alteration, including the addition of a data logger with thermocouples and a liquid-liquid separator, the same equipment can be used to scale the process, inclusive of an in-line extraction. Copyright
- Newby, James A.,Huck, Lena,Blaylock, D. Wayne,Witt, Paul M.,Ley, Steven V.,Browne, Duncan L.
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p. 263 - 271
(2014/01/17)
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- Transition-metal-free borylation of aryltriazene mediated by BF 3·OEt2
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A practical and simple method for deaminoborylation of aryltriazene with bis(pinacolato)diboron has been developed that is mediated by BF 3·OEt2. Various arylboronic esters are prepared in moderate to good yields with this facile transition-metal-free procedure.
- Zhu, Chuan,Yamane, Motoki
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p. 4560 - 4563
(2012/10/30)
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- NEW (TRIORGANOSILYL)ALKYNES AND THEIR DERIVATIVES AND A NEW CATALYTIC METHOD FOR OBTAINING NEW AND CONVENTIONAL SUBSTITUTED (TRIORGANOSILYL)ALKYNES AND THEIR DERIVATIVES
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The present invention relates to new (triorganosilyl)alkynes and their derivatives having general formula 1 R1-C≡C-Z (I) In its second aspect, this invention relates to a new selective method for the preparation of new and conventional (triorga
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Page/Page column 18-19
(2012/07/14)
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- A new enabling technology for convenient laboratory scale continuous flow processing at low temperatures
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A new machine for conducting continuous flow processes at low temperatures on a laboratory scale is reported. The use of this cryogenic flow reactor has been demonstrated by the preparation of a variety of (hetero)aromatic boronic acids and esters via lit
- Browne, Duncan L.,Baumann, Marcus,Harji, Bashir H.,Baxendale, Ian R.,Ley, Steven V.
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supporting information; experimental part
p. 3312 - 3315
(2011/09/12)
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- Double-stranded supramolecular assembly through salt bridge formation between rigid and flexible amidine and carboxylic acid strands
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(Chemical Equation Presented) A series of monomeric strands consisting of m-terphenyl backbones with chiral rigid C-linked (3) and flexible N-linked (5) formamidines and achiral carboxylic acid (4) and flexible carboxymethyl (6) residues were synthesized, and their duplex formations through amidinium-carboxylate salt bridges were investigated by NMR, circular dichroism (CD), and UV-visible spectroscopies. The salt bridge-derived duplex formation was largely dependent on the structures of the formamidine and carboxylic acid strands, and the C-linked formamidine strand 3 formed a more stable duplex with the complementary carboxylic acid strands (4 and 6) than did the flexibleN-linked formamidine strand 5. The single crystal X-ray analysis revealed that the duplex 5·4 has a skewed right-handed double helical structure. A complementary duplex dimer was also synthesized from the dimers of 5 and 4 joined by diacetylene linkers. Variable-temperature CD measurements indicated that the duplex possesses a dynamic double helical structure resulting from the flexible N-linked formamidine units.
- Iida, Hiroki,Shimoyama, Munenori,Furusho, Yoshio,Yashima, Eiji
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supporting information; experimental part
p. 417 - 423
(2010/04/02)
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