Micellar Effects on SN2 Reactions of Alkyl Naphthalene-2-sulfonates:The Role of Hydrophobic Substituents

2001 ◽  
Vol 236 (1) ◽  
pp. 85-95 ◽  
Author(s):  
Lucia Brinchi ◽  
Pietro Di Profio ◽  
Raimondo Germani ◽  
Gianfranco Savelli ◽  
Nicholas.D. Gillitt ◽  
...  
Keyword(s):  
Micellar Effects ◽  
Sn2 Reactions

The Hammett Equation and Micellar Effects on SN2 Reactions of Methyl Benzenesulfonates ?ms The Role of Micellar Polarity

2000 ◽  
Vol 2000 (23) ◽  
pp. 3849-3854 ◽  
Author(s):  
Lucia Brinchi ◽  
Pietro Di Profio ◽  
Raimondo Germani ◽  
Gianfranco Savelli ◽  
Nicoletta Spreti ◽  
...  
Keyword(s):  
Hammett Equation ◽  
Micellar Effects ◽  
Sn2 Reactions

Micellar effects upon alkene bromination. The role of micellar charge

1987 ◽  
Vol 52 (23) ◽  
pp. 5167-5171 ◽  
Author(s):  
Giorgio Cerichelli ◽  
Celeste Grande ◽  
Luciana Luchetti ◽  
Giovanna Mancini ◽  
Clifford A. Bunton
Keyword(s):  
Micellar Effects

SN2 Substitution Reactions at the Amide Nitrogen in the Anomeric Mutagens, N-Acyloxy-N-alkoxyamides

2009 ◽  
Vol 62 (7) ◽  
pp. 700 ◽  
Author(s):  
Katie L. Cavanagh ◽  
Stephen A. Glover ◽  
Helen L. Price ◽  
Rhiannon R. Schumacher
Keyword(s):  
Kinetic Studies ◽  
Model Reaction ◽  
Side Chain ◽  
Carboxylate Group ◽  
Amide Nitrogen ◽  
Substitution Reactions ◽  
Sn2 Reactions ◽  
Leaving Group ◽  
Rate Of Substitution

N-Acyloxy-N-alkoxyamides 1a are unusual anomeric amides that are pyramidal at the nitrogen because of bis oxyl substitution. Through this configuration, they lose most of their amide character and resemble α-haloketones in reactivity. They are susceptible to SN2 reactions at nitrogen, a process that is responsible for their mutagenic behaviour. Kinetic studies have been carried out with the nucleophile N-methylaniline that show that, like SN2 reactions at carbon centres, the rate constant for SN2 displacement of carboxylate is lowered by branching β to the nitrogen centre, or bulky groups on the alkoxyl side chain. Branching or bulky groups on the carboxylate leaving group, however, do not impact on the rate of substitution, which is mostly controlled by the pKA of the departing carboxylate group. These results are in line with computed properties for the model reaction of ammonia with N-acetoxy-N-methoxyacetamide but are in contrast to the role of steric effects on their mutagenicity.

Micellar effects on alkene bromination. 2. The role of alkene hydrophobicity

1991 ◽  
Vol 56 (9) ◽  
pp. 3025-3030 ◽  
Author(s):  
Giorgio Cerichelli ◽  
Celeste Grande ◽  
Luciana Luchetti ◽  
Giovanna Mancini
Keyword(s):  
Micellar Effects

A Theoretical Study of SN2′ Reactions of Allylic Halides: Role of Ion Pairs

2008 ◽  
Vol 73 (23) ◽  
pp. 9426-9434 ◽  
Author(s):  
A. Streitwieser ◽  
E. G. Jayasree ◽  
F. Hasanayn ◽  
S. S.-H. Leung
Keyword(s):  
Theoretical Study ◽  
Ion Pairs ◽  
Sn2 Reactions ◽  
Allylic Halides

Investigating the role of halogen-bonded complexes in microsolvated Y−(H2O)n + CH3I SN2 reactions

2021 ◽  
Author(s):  
Xiaoyan Ji ◽  
Chongyang Zhao ◽  
Jing Xie
Keyword(s):  
Nucleophilic Substitution ◽  
Back Side ◽  
Front Side ◽  
Substitution Reactions ◽  
Nucleophilic Substitution Reactions ◽  
Sn2 Reactions ◽  
Bonded Complexes

A halogen-bonded complex pathway is computed for Y−(H2O)n + CH3I (Y = HO, F, Cl, Br, and I) ion–molecule nucleophilic substitution reactions and is compared with back-side and front-side attack pathways.

Role of the hydrophobic properties of functional detergents on micellar effects in the dissociation of environmental toxicants

2010 ◽  
Vol 46 (4) ◽  
pp. 225-232 ◽  
Author(s):  
I. A. Belousova ◽  
I. V. Kapitanov ◽  
A. E. Shumeiko ◽  
A. V. Anikeev ◽  
M. K. Turovskaya ◽  
...  
Keyword(s):  
Environmental Toxicants ◽  
Micellar Effects ◽  
Hydrophobic Properties ◽  
Functional Detergents

On the Role of Hydrogen Bonding in Gas-Phase SN2 Reactions at Silicon

2021 ◽  
Author(s):  
Malte Fugel ◽  
Anneke Dittmer ◽  
Florian Kleemiss ◽  
Simon Grabowsky
Keyword(s):  
Hydrogen Bonding ◽  
Gas Phase ◽  
Sn2 Reactions
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