Reaction of 1,3‐Bis(trimethylsilyloxy)‐1,3‐butadienes with 2,4,6‐Tris(trifluoromethyl)‐1,3,5‐triazine: Planning and Serendipity

Abstract

Nicht dorisch, ionisch, noch korinthisch sind Säulen aus (HgC6F4)3 und 1,3,5‐(Me3SiCC)3C6H3 , in denen die Trimethylsilylgruppen nach außen weisen. Diese Säulen lagern sich zu einem hexagonalen Festkörper zusammen, dessen Porenwände mit unpolaren Methylgruppen überzogen sind, sodass sie reversibel Alkane adsorbieren können (siehe Bild; Hg orange, Si lila, C grau, F grün, H weiß).

Four Mechanisms in the Reactions of 3-Aminopyrrole with 1,3,5-Triazines: Inverse Electron Demand Diels–Alder Cycloadditions vs SNAr Reactions via Uncatalyzed and Acid-Catalyzed Pathways

“…Formation of Wheland-Meisenheimer complexes has also been reported to be reversible . Other examples of zwitterions have been proposed as intermediates in IEDDA reactions with 2-aminopyrroles, S N Ar reactions of 1-alkyl-substituted-2-aminopyrroles with 2,4,5,6-tetrachloropyrimidine, and in other systems ,,− that, in retrospect, are Wheland-Meisenheimer complexes. It is also possible that the initially formed zwitterion ion (Wheland-Meisenheimer complex 8 ) was present as, or in equilibrium with, its ammonium tautomer as has been observed for the conjugate acids of 3-aminopyrrole ( 1 ) .…”

“…This calculation was carried out using AM1 . The reaction of 1,3,5-triazine ( 2c ) with naphthalene and 2-napthyl ethers was facilitated by polyphosphoric acid (PPA). , The IEDDA reaction of 1-substituted-5-amino-1 H -imidazoles with 1,3,5-triazines , has been reported to be catalyzed by TMSO-triflate, a strong Lewis acid . Lewis acid catalysis of other IEDDA reactions have been reported .…”

Adventures in the Chemistry of Multicomponent and Domino Reactions

“…The reaction of 64 a – j with 59 a , carried out in the presence of stoichiometric amounts of Me 3 SiOTf and subsequent hydrolysis with hydrochloric acid, afforded 2,6‐bis(trifluoromethyl)pyrid‐4‐ones 65 a – j in low to excellent yields (Scheme 25). [27] Triazaadamantanones 66 a – e were obtained when the reaction was carried out in the absence of Lewis acid. The formation of products 66 can be explained by formal [3+3] cyclization.…”

A novel nitrogen-containing compound with D-π-A structure: theoretical and experimental study

“…[4][5][6][7][8][9] In the past few years, much effort has been devoted to theoretical and experimental investigations on 1,3,5-triazine and its derivatives. [10][11][12][13][14][15][16] In this paper, the compound 2-(2-hydroxy-styryl)-4,6-dimethyl-1,3,5-triazine (P1) with a D--A structure composed of the electron-donating phenol ring and the electron-withdrawing 1,3, 5-triazine ring, as shown in Fig. 1, was devised by molecular design theory and synthesized experimentally for the purpose of validation.…”