Deprotonation of 3(2H)-Furanone and 3(2H)-Thiophenone by Carbanions in the Gas Phase: Disproportionately High Aromaticity of the Transition State: An Ab Initio Study-Reference-Cited by-同舟云学术

Deprotonation of 3(2H)-Furanone and 3(2H)-Thiophenone by Carbanions in the Gas Phase: Disproportionately High Aromaticity of the Transition State: An Ab Initio Study

Published:2008-11-17 Issue:1 Volume:74 Page:188-196
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Bernasconi Claude F.¹,Yamataka Hiroshi¹,Yoshimura Nobuyoshi¹,Sato Makoto¹

Affiliation:

1. Department of Chemistry and Biochemistry, University of California, Santa Cruz, California 95064 and Department of Chemistry, Rikkyo University, Nishi-Ikebukuro 3-34-1, Toshima-ku, Tokyo, 171-8501, Japan

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/jo8018076

Reference41 articles.

1. The intrinsic barrier refers to the barrier of a reaction for which there is no thermodynamic driving force (ΔG° = 0); in solution phase reactions one often deals with intrinsic rate constants which are defined asko=k1=k−1whenK1=k1/k−1= 1 wherek1andk−1refer to the rate constants in the forward and reverse directions, respectively.

2. Proton Transfers in Aromatic and Antiaromatic Systems. How Aromatic or Antiaromatic Is the Transition State? An Ab Initio Study

3. Nucleus-Independent Chemical Shifts: A Simple and Efficient Aromaticity Probe

4. Nucleus-Independent Chemical Shifts (NICS) as an Aromaticity Criterion

5. Structural Aspects of Aromaticity

Cited by 6 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. Carbanions and Electrophilic Aliphatic Substitution;Organic Reaction Mechanisms Series;2011-12-06

2. Reactions of Aldehydes and Ketones and their Derivatives;Organic Reaction Mechanisms Series;2011-12-06

3. Effect of Transition State Aromaticity and Antiaromaticity on Intrinsic Barriers of Proton Transfers in Aromatic and Antiaromatic Heterocyclic Systems; An ab Initio Study;The Journal of Organic Chemistry;2010-11-16

4. Role of the hydrophobicity on the thermodynamic and kinetic acidity of Fischer thiocarbene complexes;Physical Chemistry Chemical Physics;2010

5. The principle of nonperfect synchronization: recent developments;Advances in Physical Organic Chemistry;2010