Nucleophilic substitution reactions promoted by oligoethylene glycols: a mechanistic study of ion-pair SN 2 processes facilitated by Lewis base

2012 ◽  
Vol 26 (1) ◽  
pp. 9-14 ◽  
Author(s):  
Ju-Young Kim ◽  
Dong Wook Kim ◽  
Choong Eui Song ◽  
Dae Yoon Chi ◽  
Sungyul Lee
Keyword(s):  
Nucleophilic Substitution ◽  
Ion Pair ◽  
Lewis Base ◽  
Mechanistic Study ◽  
Substitution Reactions ◽  
Nucleophilic Substitution Reactions ◽  
Oligoethylene Glycols

Betylates. 4. The synthesis and preparative nucleophilic substitution reactions of alkyl S-[3]betylates

1983 ◽  
Vol 61 (2) ◽  
pp. 235-243 ◽  
Author(s):  
James Frederick King ◽  
Stanislaw Skonieczny ◽  
Gary Allan Poole
Keyword(s):  
Nucleophilic Substitution ◽  
Phase Transfer ◽  
Ion Pair ◽  
Substitution Reactions ◽  
Nucleophilic Substitution Reactions ◽  
Transfer Processes ◽  
Nitrogen Analogues

Alkyl S-[3]betylates (S,S-dialkyl-S-3[(alkyloxy)sulfonyl]propylsulfonium salts), the first examples of S-betylates (sulfonioalkanesulfonic esters), have been synthesized by two routes, and their suitability as intermediates in the transformation of alcohols by nucleophilic substitution reactions examined. They have been found to react readily in stoichiometric phase transfer processes, including substrate–reagent ion-pair reactions, like their previously studied nitrogen analogues, with the following particular features: (a) they may be used with basic nucleophiles (unlike [2]betylates), (b) they are more simply made from commercially available starting materials than [3]betylates, and (c) they can be made by a route that avoids a final alkylation step.

Oligoethylene Glycols as Highly Efficient Mutifunctional Promoters for Nucleophilic-Substitution Reactions

2012 ◽  
Vol 18 (13) ◽  
pp. 3918-3924 ◽  
Author(s):  
Vinod H. Jadhav ◽  
Seung Ho Jang ◽  
Hwan-Jeong Jeong ◽  
Seok Tae Lim ◽  
Myung-Hee Sohn ◽  
...  
Keyword(s):  
Nucleophilic Substitution ◽  
Substitution Reactions ◽  
Nucleophilic Substitution Reactions ◽  
Highly Efficient ◽  
Oligoethylene Glycols

The unexpected reactivity of 9-iodo-nido-carborane: from nucleophilic substitution reactions to the synthesis of tricobalt tris(dicarbollide) Na[4,4′,4′′-(MeOCH2CH2O)3-3,3′,3′′-Co3(μ3-O)(μ3-S)(1,2-C2B9H10)3]

2021 ◽  
Vol 50 (7) ◽  
pp. 2671-2688
Author(s):  
Marina Yu. Stogniy ◽  
Sergey A. Anufriev ◽  
Akim V. Shmal'ko ◽  
Sergey M. Antropov ◽  
Aleksei A. Anisimov ◽  
...  
Keyword(s):  
Nucleophilic Substitution ◽  
Substitution Reactions ◽  
Nucleophilic Substitution Reactions

An unusual reactivity of 9-iodo-nido-carborane [9-I-7,8-C2B9H11]− towards nucleophiles under strong basic conditions was revealed.

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