Electronic Donation or Steric Contraction: A Spectroscopic and Structural Analysis of Medium-Sized Constrained Rings for Potential Long-Range Hyperconjugation-Reference-Cited by-同舟云学术

Electronic Donation or Steric Contraction: A Spectroscopic and Structural Analysis of Medium-Sized Constrained Rings for Potential Long-Range Hyperconjugation

Published:2019-07-25 Issue:16 Volume:84 Page:9897-9906
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Lee Robert¹,Bashrum Bryan¹,Cagle Ethan C.²^ORCID,Walters Jillian¹,Massey Jake³,Zanghi Monica³,Birchfield Carolyn³,French David²,Joy Jessica³,dos Passos Gomes Gabriel⁴^ORCID,Wiget Paul A.¹^ORCID

Affiliation:

1. Department of Chemistry and Biochemistry, Samford University, 800 Lakeshore Blvd., Birmingham, Alabama 35229, United States

2. Department of Chemistry, The University of Alabama at Birmingham, Birmingham, Alabama 35205, United States

3. Department of Biological and Environmental Sciences, Samford University, Birmingham, Alabama 35229, United States

4. Department of Chemistry & Biochemistry, Florida State University, Tallahassee, Florida 32306, United States

Funder

Department of Chemistry and Biochemistry, Samford University

Howard College of Arts and Sciences, Samford University

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/acs.joc.9b00979

Reference30 articles.

1. Stereoelectronic Effects

2. Density Functional Theory Computational Reexamination of the Anomeric Effect in 2-Methoxy- and 2-Cyano-1,3-dioxanes and 1,3-Dithianes. Stereoelectronic Interactions Involving the Cyano (C≡N:) Group Revealed by Natural Bond Orbital (NBO) Analysis

3. Manifestation of Stereoelectronic Effects on the Calculated Carbon−Hydrogen Bond Lengths and One Bond 1JC-H NMR Coupling Constants in Cyclohexane, Six-Membered Heterocycles, and Cyclohexanone Derivatives

4. Discovery of a Long-Range Perlin Effect in a Conformationally Constrained Oxocane

5. The Perlin Effect: bond lengths, bond strengths, and the origins of stereoelectronic effects upon one-bond C–H coupling constants

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