ChemRxiv
These are preliminary reports that have not been peer-reviewed. They should not be regarded as conclusive, guide clinical practice/health-related behavior, or be reported in news media as established information. For more information, please see our FAQs.
1/1
2 files

Nucleophilic Substitution Reactions of Cyclic Thiosulfinates Are Accelerated by Hyperconjugative Interactions

preprint
submitted on 25.04.2019, 02:13 and posted on 25.04.2019, 20:32 by Daniel Donnelly, Jeffrey Agar, Steven Lopez
Strain energy has been shown to promote the nucleophilic substitution reactions of cyclic disulfides, the reactivities of cyclic thiosulfinate nucleophilic substitution is unexplored. We used density functional theory calculations [M06-2X/6-311++G(d,p)] to determine the activation and reaction free energies for the reactions of 3—10-membered cyclic thiosulfinates and cyclic disulfides with methyl thiolate.

Funding

NIH R01NS065263

Robert Johnston Foundation

ALSA 18- IIA-420

History

Email Address of Submitting Author

s.lopez@northeastern.edu

Institution

Northeastern University

Country

United States

ORCID For Submitting Author

0000-0002-8418-3638

Declaration of Conflict of Interest

None

Exports