3378-73-2Relevant articles and documents
Temporal control in tritylation reactions through light-driven variation in chloride ion binding catalysis-a proof of concept
Bari, Naimat K.,Grewal, Surbhi,Kumar, Himanshu,Roy, Saonli,Saraswat, Mayank,Sinha, Sharmistha,Venkataramani, Sugumar
, p. 7027 - 7033 (2020/11/09)
Tripodal triazole-linked azo(hetero)arene-based photoswitchable catalysts T1-5 have been designed, synthesized and optimized for the tritylation reaction of benzylamine (BzNH2). The tritylation reaction rates/yields achieved by light induced isomerization are compared between the native and photoswitched states of the catalyst T1. This concept of controlling the tritylation reaction rates with light has also been extended to additional substrates. The critical role of the triazole C-H?Cl- interactions has been confirmed by a combination of spectroscopic, calorimetric and computational studies. Also, the effect of variation in the binding affinities between the native and photoswitched states of the catalyst at room temperature in the temporal control of the catalysis has been demonstrated. This journal is
Pyrrole-Based Anion-Responsive π-Electronic Molecules as Hydrogen-Bonding Catalysts
Hirata, Goki,Maeda, Hiromitsu
supporting information, p. 2853 - 2856 (2018/05/29)
The abilities of dipyrrolyldiketone boron complexes as hydrogen-bonding donor organocatalysts were examined by the Mannich-type reaction of N-acyl heteroarenium chlorides with 1-methoxy-2-methyl-1-trimethylsiloxy-1-propene, as well as by the classical N-alkylation of amines with trityl chloride under base-free conditions. 1H NMR examinations of the hydrogen-bonding interaction between the pyrrole NH of the catalyst and the Cl- in the N-acyl heteroarenium salt suggested that the activation of N-acyl heteroarenium chlorides occurs through anion binding by the catalyst.
Stereoselective and Enantiospecific Mono- and Bis-C?H Azidation of Tr?ger Bases: Insight on Bridgehead Iminium Intermediates and Application to Anion-Binding Catalysis
Bosmani, Alessandro,Pujari, Sandip A.,Besnard, Céline,Guénée, Laure,Poblador-Bahamonde, Amalia I.,Lacour, Jér?me
supporting information, p. 8678 - 8684 (2017/06/30)
In the context of Tr?ger base chemistry, regio- and stereoselective Csp3?H azidation reactions are reported. Azide functional groups are introduced at either one or the two benzylic positions selectively. Mild conditions and good yields are aff
"Click" bis-triazoles as neutral C-H?anion-acceptor organocatalysts
Beckendorf, Stephan,Asmus, S?ren,Mück-Lichtenfeld, Christian,García Manche?o, Olga
, p. 1581 - 1585 (2013/03/14)
A new player on the field! "Click" bis-triazoles have been introduced as a highly efficient new class of neutral C-H?anion-binding organocatalysts (see scheme). DFT and NMR studies were used to confirm this activation modus and identify the optimal catalyst. Copyright
Design, synthesis and identification of a new class of triarylmethyl amine compounds as inhibitors of apolipoprotein e production
Singh, Mandeep,Schott, Jason T.,Leon, Martin A.,Granata, Robert T.,Dhah, Harkiran K.,Welles, Jason A.,Boyce, Michelle A.,Oseni-Olalemi, Hafeez S.,Mordaunt, Charles E.,Vargas, Anthony J.,Patel, Nilay V.,Maitra, Santanu
, p. 6252 - 6255 (2012/10/29)
We have identified a new class of triarylmethyl amine compounds that can inhibit apolipoprotein E (apoE) production. ApoE is a cholesterol- and lipid-carrier protein implicated in aging, atherosclerosis, Alzheimer's Disease (AD), and other neurological and lipid-related disorders. Attenuation of apoE production is generally considered to be of therapeutic value. A majority of the apoE in the brain is produced by astrocytes. Here, we describe the design, synthesis, and biological screening of a small library of compounds that led to the identification of four triarylmethyl amines as potent inhibitors of apoE production in CCF-STTG1 astrocytoma cells.
Ceric ammonium nitrate-mediated detritylation of tritylated amines
Pattanayak, Sankha,Sinha, Surajit
supporting information; experimental part, p. 34 - 37 (2011/02/25)
Efficient deprotection of tritylated amines to the corresponding amines mediated by 20 mol % ceric ammonium nitrate [Ce(NH4) 2(NO3)6, CAN], 10 equiv of acetic acid and 15 equiv of water in dichloromethane is presented. This method equally worked well in the case of morpholino nucleosides.
Frustrated Lewis pairs derived from N-heterocyclic carbenes and Lewis acids
Chase, Preston A.,Gille, Austin L.,Gilbert, Thomas M.,Stephan, Douglas W.
experimental part, p. 7179 - 7188 (2010/02/15)
The chemistry of frustrated Lewis pairs derived from N-heterocyclic carbenes and a number of Lewis acids has been probed. The combination of 1,3-bis[2,6-(di-iso-propyl)phenyl]-1,3-imidazol-2-ylidene (IDipp) (1) with B(C6F5)3/su
A convenient method for the preparation of primary amines using tritylamine
Theodorou, Vassiliki,Ragoussis, Valentine,Strongilos, Alexandros,Zelepos, Evangelos,Eleftheriou, Argyro,Dimitriou, Maria
, p. 1357 - 1360 (2007/10/03)
A simple method for the preparation of primary amines by treating N-tritylamines with trifluoroacetic acid has been established. The N-tritylamines were prepared by the reaction of alkyl halides or alkyl p-toluenesulfonates with tritylamine, or by the reaction of alkyl bromides with lithium tritylamide.