21577-41-3

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• 4360-47-8 cinnamonitrile 
• 1885-38-7 cinnamic nitrile 
• 1493-13-6 trifluorormethanesulfonic acid 
• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 201852-49-5 potassium (E)-trifluoro(styryl)borate 
• 823-94-9 2,4,6-trimethyl-s-triazine 
• 100-52-7 benzaldehyde 
• 86774-68-7 1H,3H-2,4,6-trimethyl-1,3,5-triazinium triflate 
• 949-42-8 2,4-bis(trichloromethyl)-6-methyl-1,3,5-triazine 
• 6783-05-7 trans-2-phenylvinylboronic acid 
• 333-27-7 methyl trifluoromethanesulfonate 
• 100-46-9 benzylamine 

Relevant academic research and scientific papers

Synthesis of Vinylene-Linked Covalent Organic Frameworks from Acetonitrile: Combining Cyclotrimerization and Aldol Condensation in One Pot

Combining two or more consecutive reactions in one pot is a common approach for process development, as such a method involves cheap starting materials and allows in situ generation of a reactive intermediate, to undergo further reaction, without isolation. Herein, we report the synthesis of a vinylene-linked (-CHa CH-) covalent organic framework, COF-701, directly from acetonitrile, a cheap commodity solvent, by combining/telescoping two consecutive reactions-cyclotrimerization of nitrile and subsequent aldol condensation with aldehydes-in one pot. Acetonitrile is trimerized to generate protonated 2,4,6-Trimethyl-s-Triazine tautomers in situ, which undergo Aldol condensation with 4,4′-biphenyldicarbaldehyde in one pot to form crystalline COF-701. COF-701 is obtained as a polycrystalline powder and possesses permanent microporosity and a BET surface area (SABET) of 736 m2·g-1. This strategy can be further extended to generate other porous vinylene-linked frameworks.

Vinylene-Linked Covalent Organic Frameworks by Base-Catalyzed Aldol Condensation

Two 2D covalent organic frameworks (COFs) linked by vinylene (?CH=CH?) groups (V-COF-1 and V-COF-2) are synthesized by exploiting the electron deficient nature of the aromatic s-triazine unit of C3-symmetric 2,4,6-trimethyl-s-triazine (TMT). Th

2D Poly(arylene vinylene) Covalent Organic Frameworks via Aldol Condensation of Trimethyltriazine

Designing structural order in electronically active organic solids remains a great challenge in the field of materials chemistry. Now, 2D poly(arylene vinylene)s prepared as highly crystalline covalent organic frameworks (COFs) by base-catalyzed aldol con

Porous Crystalline Olefin-Linked Covalent Organic Frameworks

The first unsubstituted olefin-linked covalent organic framework, termed COF-701, was made by linking 2,4,6-trimethyl-1,3,5-triazine (TMT) and 4,4′-biphenyldicarbaldehyde (BPDA) through Aldol condensation. Formation of the unsubstituted olefin (-CHa?CH-)

Deaminative Olefination of Methyl N-Heteroarenes by an Amine Oxidase Inspired Catalyst

We explored the bioinspired o-quinone cofactor catalyzed aerobic primary amine dehydrogenation for a cascade olefination reaction with nine different methyl N-heteroarenes, including pyrimidines, pyrazines, pyridines, quinolines, quinoxolines, benzimidazoles, benzoxazoles, benzthiazoles, and triazines. An o-quinone catalyst phd (1,10-phenanthroline-5,6-dione) combined with a Br?nsted acid catalyzed the reaction. N-Heteroaryl stilbenoids were synthesized in high yields and (E)-selectivities under mild conditions using oxygen (1 atm) as the sole oxidant without needing transition-metal salt, ligand, stoichiometric base, or oxidant.

Star-Shaped Compounds Having 1,3,5-Triazine Cores

The 1,3,5-triazine derivatives 1-4 having styryl or higher oligo(phenylenevinylene) chains in the 2-, 4-, and 6-positions represent star-shaped push-pull compounds. Alkoxy or dimethylamino groups on the peripheral benzene rings, which act as electron donors, and the central 1,3,5-triazine ring, which acts as an electron acceptor, cause intramolecular charge transfer (ICT) to occur in the absorption S0→S 1. Protonation of the 1,3,5-triazine core enhances the effect, as demonstrated by a bathochromic shift; a secondary protonation on the dimethylamino groups, however, leads to the breakdown of the ICT. Thus, the yellow compound Id first becomes violet and then colorless upon the addition of trifluoroacetic acid. In neutral solution, the long-wavelength absorption of the series 1f, 2b, 3, and 4 converges to λ∞ = 427 nm (with an effective conjugation length nECL = 7). The absorption of the corresponding protonated compounds approaches λ∞ = 515 nm (nECL = 6). Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

Suzuki-Miyaura cross-coupling reactions of potassium alkenyltrifluoroborates

We have previously reported that the palladium-catalyzed cross-coupling reaction of air-stable potassium alkenyltrifluoroborates with aryl halides and triflates proceeds readily with good yields. Recent progress in outlining the scope and limitations of s

The Chemistry of Nitrilium Salts. Part 2. The Preparation of Nitrilium Trifluoromethanesulphonate Salts and Their Reactions with Some Oxygen and Sulphur Nucleophiles

The syntheses of the nitrilium salts NMe>+3SCF3 i, PhCH2, Ph, CH2=CHCH2, NC(CH2)3, and CH2=CH> by reaction of MeO3SCF3 with the corresponding nitriles are described. the similar reaction between (E)-PhCH=CHCN and MeO3SCF3 gives a mixture of NMe>+SCF3 and the s-triazinium salt 3C3N3H>+3SCF3, which hydrolyzes to give (E)-PhCH=CHCONHMe and the triazine.The compound CF3SO3(CH2)4CN, prepared from I(CH2)4CN and AgO3SCF3, does not form a cyclic nitrilium salt, but slowly dimerizes at room temperature to N(CH2)4CN>+3SCF3.Both I(CH2)4CN and CF3SO3(CH2)4CN can be converted into the salt NMe>+3SCF3, but this does not form a dinitrilium salt on reaction with acetonitrile.On heating benzophenone oxime with CF3SO3H Beckmann rearrangement products are obtained, but conversion of +SCF3 into the nitrilium salt NPh>*3SCF3 ocuurs in only low yield even after 8 h at 130 deg C under high vacuum.The nitrilium salts with R = Ph, Me, Pri, and PhCH2 undergo rapid exothermic reaction with phenol, thiophenol, alcohols, and thiols to give the corresponding imidate and thioimidate salts in high yields. 4,4-Dimethy-2-phenyl-1,3-oxazoline is obtained in 74percent yield on heating NMe>+*3SCF3 with H2NCMe2CH2OH, and both this and 2,4,4-trimethyloxazoline react with MeO3SCF3 to give almoust quantitative yields of the corresponding N-methyloxazolinium salts, which can be reduced to the oxazolidines with NaBH4.N-Methyloxazolinium salts have also been obtained from the reactions of nitrilium salts (R = Ph or Me) with ethylene oxide.

The Synthesis and Some Reactions of N-Methylnitrilium Trifluoromethanesulphonate Salts

N-Methylnitrilium trifluoromethanesulphonate (triflate) salts, prepared from nitriles and methyl triflate, have been shown to be useful reagents for the synthesis of aromatic ketimines and ketones, amidinium, imidate, and thioimidate salts, benzimidazoles, benzoxazoles, benzothiazoles, quinazolinones, and 1,2,4-triazolinium salts.