Effect of Solvent on the α-Effect: Nucleophilic Substitution Reactions of p-Nitrophenyl Acetate with m-Chlorophenoxide and Benzohydroxamates in MeCN−H2O Mixtures of Varying Compositions-Reference-Cited by-同舟云学术

Effect of Solvent on the α-Effect: Nucleophilic Substitution Reactions of p-Nitrophenyl Acetate with m-Chlorophenoxide and Benzohydroxamates in MeCN−H2O Mixtures of Varying Compositions

Published:1997-08-01 Issue:17 Volume:62 Page:5939-5944
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Um Ik-Hwan¹,Yoon Hye-Won¹,Lee Jeoung-Sook¹,Moon Hyun-Jeung¹,Kwon Dong-Sook¹

Affiliation:

1. Department of Chemistry, Ewha Womans University, Seoul 120-750, Korea

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/jo970665s

Reference41 articles.

1. The Factors Determining Nucleophilic Reactivities

2. The alpha effect. A review

3. The Mechanism of the Oxidation of Some Aromatic Amines by Peroxyacetic Acid

4. Bond scission in sulfur compounds. 13. Reactivity-selectivity correlations. 3. The .alpha. effect at saturated carbon. Reactivity studies of methyl phenyl sulfates with nucleophiles

5. Reactivity-selectivity correlations. 4. The .alpha. effect in SN2 reactions at sp3 carbon. The reactions of hydrogen peroxide anion with methyl phenyl sulfates

Cited by 42 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Nucleofugality hierarchy, in the aminolysis reaction of 4-cyanophenyl 4-nitrophenyl carbonate and thionocarbonate. Experimental and theoretical study;New Journal of Chemistry;2021

2. Influence of solvent mixture on nucleophilicity parameters: the case of pyrrolidine in methanol–acetonitrile;RSC Advances;2020

3. Hydrazinolysis of aryl cinnamates and related esters: the α-effect arises from stabilization of five-membered cyclic transition state;Canadian Journal of Chemistry;2019-01

4. Medium effect on the α-effect for nucleophilic substitution reactions of p-nitrophenyl acetate with benzohydroxamates and m-chlorophenoxide in DMSO–H2O mixtures as contrasts with MeCN–H2O mixtures: comparing two very different polar aprotic solvent components;Canadian Journal of Chemistry;2018-10

5. From α-nucleophiles to functionalized aggregates: exploring the reactivity of hydroxamate ion towards esterolytic reactions in micelles;Organic & Biomolecular Chemistry;2015