Role of hydrogen-bonded nucleophiles in aromatic nucleophilic substitutions in aprotic solvents. reactions of halonitrobenzenes with ethylenediamine, 3-dimethylamino-1-propylamine and histamine in toluene

2005 ◽  
Vol 18 (8) ◽  
pp. 880-885 ◽  
Author(s):  
Cecilia E. Silvana Alvaro ◽  
Norma Sbarbati Nudelman
1999 ◽  
Vol 64 (10) ◽  
pp. 1583-1593 ◽  
Author(s):  
Norma Sbarbati Nudelman ◽  
Cecilia E. Silvana Alvaro ◽  
Monica Savini ◽  
Viviana Nicotra ◽  
Jeannette Yankelevich

The kinetics of reactions of 1-chloro-2,4-dinitrobenzene with aniline and several substituted aromatic amines, B, in toluene shows a quadratic dependence of the second-order rate constant, kA, on [B], which is preserved even in the presence of increasing amounts of dimethylaniline, while the reaction with N-methylaniline shows a linear dependence of kA vs [B]. All these results are interpreted by the "dimer nucleophile" mechanism, and confirmed by the effects of a non-nucleophilic hydrogen bond acceptor tertiary amine which show the relevance of the structure of the nucleophile and the role of mixed aggregates in defining the mechanisms of aromatic nucleophilic substitutions with amines in aprotic solvents.


CrystEngComm ◽  
2005 ◽  
Vol 7 (13) ◽  
pp. 90-95 ◽  
Author(s):  
Eithne Tynan ◽  
Paul Jensen ◽  
Anthea C. Lees ◽  
Boujemaa Moubaraki ◽  
Keith S. Murray ◽  
...  
Keyword(s):  

ChemInform ◽  
2010 ◽  
Vol 32 (37) ◽  
pp. no-no
Author(s):  
Domenico Albanese ◽  
Dario Landini ◽  
Angelamaria Maia ◽  
Michele Penso

Author(s):  
Jeanette A. Krause ◽  
Daoli Zhao ◽  
Sayandev Chatterjee ◽  
Bonnie M. Yeung ◽  
William B. Connick ◽  
...  

Different extended packing motifs of dichlorido[2-(pyridin-2-yl)-1,10-phenanthroline]copper(II), [CuCl2(C17H11N3)], are obtained, depending on the crystallization conditions. A triclinic form, (I), is obtained from dimethylformamide–diethyl ether or methanol, whereas crystallization from dimethylformamide–water yields a monoclinic form, (II). In each case, the CuIIcentre is in a five-coordinate distorted square-pyramidal geometry. The extended packing for both forms can be described as a highly offset π-stacking arrangement, with interlayer distances of 3.674 (3) and 3.679 (3) Å for forms (I) and (II), respectively. The reaction of diprotonated Pt(tmpip2NCN)Cl [tmpip2NCN = 2,6-bis(2,2,6,6-tetramethylpiperidylmethyl)benzyl] with AgPF6under acidic conditions, followed by the addition of 2-(pyridin-2-yl)-1,10-phenanthroline, results in a hydrogen-bonded cocrystal, 2,2,6,6-tetramethyl-4-oxopiperidinium hexafluorophosphate–2-(pyridin-2-yl)-1,10-phenanthroline (1/1), C9H18NO+·PF6−·C17H11N3, (III). The extended packing maximizes π–π interactions in a parallel face-to-face arrangement, with an interlayer stacking distance of 3.4960 (14) Å.


1994 ◽  
Vol 80 (1-3) ◽  
pp. 125-133 ◽  
Author(s):  
C. Cazeau-Dubroca ◽  
G. Nouchi ◽  
M. Ben Brahim ◽  
M. Pesquer ◽  
D. Grose ◽  
...  

2017 ◽  
Vol 41 (12) ◽  
pp. 5142-5150 ◽  
Author(s):  
Yu-Ling Sun ◽  
Bei-Bei Zheng ◽  
Wen Zhang

Amino trimethylene phosphonic acid-based organic salts show crystallization water molecule-triggered dielectric transitions and relaxations.


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