Reaction to Halogens and Interhalogens with 4-Halo-1,1,2-trifluorobut-1-enes: Rearrangement of 3-Membered Halonium to 5-Membered Trifluorotetramethylene Halonium Ion Intermediates and Comparison of Open-Chloronium Fluorosubstituted Ions to Flurocarbocations from Protons (Preprint)
Abstract
In this paper we investigate the influence that a 4-halosubstituent has on formation of three-membered halonium ions and their rearrangement to five-membered ring intermediates when chloronium, bromonium and iodonium ions from alkenes 1, 2 and 3 are formed in aprotic solvent (Scheme 1). We also compare the open-ion chloronium ions with the open-carbocations from addition of a proton to terminal fluorosubstituted alkenes.
Document Details
- Document Type
- Technical Report
- Publication Date
- Feb 28, 2008
- Accession Number
- ADA489565
Entities
People
- Dale F. Shellhamer
- Heidi K. Forberg
- Kevyn J. Davenport
- Matthew P. Herrick
- Nicole N. Trager
- Rachel N. Jones
- Ryan J. Weiss
- Sean J. Rodriguez
- Sunamita Sanabria
- Victor L. Heasley
Organizations
- Air Force Research Laboratory