Palladium(II)-Catalyzed SN2‘ Reactions of α-Allenic Acetates. Stereoconvergent Synthesis of (Z,E)-2-Bromo-1,3-dienes

2001 ◽  
Vol 66 (24) ◽  
pp. 8120-8126 ◽  
Author(s):  
Attila Horváth ◽  
Jan-E. Bäckvall
Keyword(s):  
Sn2 Reactions

ChemInform Abstract: CORRELATION OF SOLVENT EFFECTS ON RATES OF SOLVOLYSIS AND SN2 REACTIONS

1978 ◽  
Vol 9 (38) ◽  
Author(s):  
A. J. PARKER ◽  
U. MAYER ◽  
R. SCHMID ◽  
V. GUTMANN
Keyword(s):  
Solvent Effects ◽  
Sn2 Reactions

scholarly journals Origin of the α‐Effect in SN2 Reactions

2021 ◽  
Author(s):  
Trevor A. Hamlin ◽  
Thomas Hansen ◽  
Pascal Vermeeren ◽  
F. Matthias Bickelhaupt
Keyword(s):  
Sn2 Reactions

scholarly journals An interacting quantum atom study of model SN2 reactions (X-···CH3X, X = F, Cl, Br, and I)

2017 ◽  
Vol 39 (10) ◽  
pp. 546-556 ◽  
Author(s):  
Ibon Alkorta ◽  
Joseph C. R. Thacker ◽  
Paul L. A. Popelier
Keyword(s):  
Sn2 Reactions

On the effect of electron correlation in SN2 reactions: OH− + CH3F ⇌ CH3OH + F−

1986 ◽  
Vol 128 (5-6) ◽  
pp. 538-544 ◽  
Author(s):  
I. Černušák ◽  
G.H.F. Diercksen ◽  
M. Urban
Keyword(s):  
Electron Correlation ◽  
Sn2 Reactions

Effect of the Leaving Group on the Rates of SN2 and SN2' Reactions in Allylic Systems

1960 ◽  
Vol 82 (11) ◽  
pp. 2881-2888 ◽  
Author(s):  
F. G. Bordwell ◽  
Phillip E. Sokol ◽  
James D. Spainhour
Keyword(s):  
Sn2 Reactions ◽  
Leaving Group

A theoretical study of steric effects in SN2 reactions

1992 ◽  
Vol 196 (3-4) ◽  
pp. 368-376 ◽  
Author(s):  
Frank Jensen
Keyword(s):  
Theoretical Study ◽  
Steric Effects ◽  
Sn2 Reactions

SN2' reactions of cis-3,4-dichlorocyclobutene

1978 ◽  
Vol 100 (12) ◽  
pp. 3945-3946 ◽  
Author(s):  
Wolfgang Kirmse ◽  
Friedrich Scheidt ◽  
Hans Joachim Vater
Keyword(s):  
Sn2 Reactions

Highly Regio- and Stereocontrolled SN2′ Reactions of gem-Difluorinated Vinyloxiranes with Monoalkylcopper Reagents.

ChemInform ◽  
2006 ◽  
Vol 37 (10) ◽  
Author(s):  
Hisanori Ueki ◽  
Takashi Chiba ◽  
Takashi Yamazaki ◽  
Tomoya Kitazume
Keyword(s):  
Sn2 Reactions

Mechanisms of aromatic nucleophilic substitution by the ambident thiocyanate ion

1973 ◽  
Vol 26 (2) ◽  
pp. 273 ◽  
Author(s):  
DE Giles ◽  
AJ Parker
Keyword(s):  
Nucleophilic Substitution ◽  
Transition States ◽  
Reactivity Ratio ◽  
Substitution Reactions ◽  
Aromatic Nucleophilic Substitution ◽  
Thiocyanate Ion ◽  
Sn2 Reactions ◽  
Leaving Group ◽  
Electrophilic Reactivity ◽  
Saturated Carbon Atom

Sulphur/nitrogen reactivity ratios in a series of aromatic nucleophilic substitution reactions of ambident thiocyanate ion have been determined. There are profound differences from the pattern found in SN2 reactions at a saturated carbon atom. Abnormal transition states, involving interactions between entering and leaving group, are likely in the bond-breaking step of the intermediate complex in reactions of thiocyanate ion with 1-fluoro-2,4-dinitrobenzene and with 2,4- dinitrophenyl 4-toluenesulphonate. The nitro-substituted aryl thiocyanates are shown to be tri-functional electrophiles, with reactive centres at aromatic carbon, at cyanide carbon, and at sulphur. Aryl 4-toluenesulphonates are bifunctional electrophiles with reactive centres at aryl carbon and sulphonyl sulphur. The site of attack by nucleophiles depends on the nature of the nucleophile. The sulphur/nitrogen reactivity ratio of ambident SCN-, and the electrophilic reactivity of tri- and bi-functional substrates, are in most instances consistent with the Hard and Soft Acids and Bases principle. Exceptions to the principle in some instances reveal differences between the SNAr and SN2 mechanisms, and in others indicate abnormal transition states.

Molecular orbital theory of SN2 reactions

1971 ◽  
Vol 93 (2) ◽  
pp. 301-305 ◽  
Author(s):  
John P. Lowe
Keyword(s):  
Molecular Orbital ◽  
Molecular Orbital Theory ◽  
Orbital Theory ◽  
Sn2 Reactions
Sign in / Sign up

Export Citation Format

Share Document