5240-32-4Relevant articles and documents
Enhancing the Catalytic Activity of 4-(Dialkylamino)pyridines by Conformational Fixation
Heinrich, Markus R.,Klisa, Heike Sabine,Mayr, Herbert,Steglich, Wolfgang,Zipse, Hendrik
, p. 4826 - 4828 (2003)
Six times more active than DMAP (1), the tricyclic DMAP analogue 2 catalyzes the acetylation of a tertiary alcohol with acetic anhydride. The experimental results can be rationalized by quantum chemical calculations.
Enhancing catalytic activity of pyridines: Via para -iminophosphorano substituents
Charlton, Grant D.,Dyker, C. Adam,Richard, Nicholas A.
, p. 9167 - 9171 (2021/11/13)
Four pyridines decorated with π-donating iminophosphorano substituents (R3PN-) in the 4-position were assessed as acylation catalysts. These catalysts display high sensitivity to the groups at phosphorus, with activities that are well correlated to the corresponding Hammett-type substituent constants (σp+), and can achieve superior activity over the most active dialkylamino-substituted pyridines. Iminophosphorano-substituted pyridines represent an easily accessible, tunable, and highly active class of nucleophilic organocatalysts. This journal is
Synthesis and evaluation of 1,1,7,7-tetramethyl-9-azajulolidine (TMAJ) as a highly active derivative of N,N-dimethylaminopyridine
Tsutsumi, Tomohiro,Saitoh, Arisa,Kasai, Tomoyo,Chu, MengYue,Karanjit, Sangita,Nakayama, Atsushi,Namba, Kosuke
supporting information, (2020/05/28)
1,1,7,7-Tetramethyl-9-azajulolidine (TMAJ), which theoretical studies have suggested as a highly active DMAP analog, was synthesized for the first time. The catalytic activity of TMAJ was confirmed by the acetylation reactions of various tert-alcohols. TMAJ showed much higher catalytic activity than DMAP and one of the highest activity levels among the conventional DMAP analogs. These experimental results were in good agreement with the previous theoretical studies.
