Bond strengths: the importance of hyperconjugation

Download
  1. Get@NRC: Bond strengths: the importance of hyperconjugation (Opens in a new window)
DOIResolve DOI: http://doi.org/10.1021/ol062293s
AuthorSearch for: ; Search for:
TypeArticle
Journal titleOrganic Letters
ISSN15237060
Volume8
Issue26
Pages59235925; # of pages: 3
AbstractGronert (J. Org. Chem. 2006, 71, 1209) has challenged the importance of hyperconjugation in determining C-H bond dissociation enthalpies (BDEs) in alkanes. Electron paramaganetic resonance spectra of H₃CCH₂•, (H₃C)₂CH•, and (H₃C)₃C• show significant positive spin on their β-H₃C groups' hydrogens. A 55%/45% partitioning of these spins between hyperconjugation and spin polarization mechanisms linearly correlates with the C-H BDEs in methane, ethane, propane, isobutane and propene. Hyperconjugation is an important factor determining alkane C-H BDEs.
Publication date
LanguageEnglish
AffiliationNational Research Council Canada; NRC Steacie Institute for Molecular Sciences; National Institute for Nanotechnology
Peer reviewedNo
Identifier18697458
NPARC number12333588
Export citationExport as RIS
Report a correctionReport a correction
Record identifier22ffa791-ed77-49bf-8b2e-241fdc7a6a54
Record created2009-09-10
Record modified2016-05-09
Bookmark and share
  • Share this page with Facebook (Opens in a new window)
  • Share this page with Twitter (Opens in a new window)
  • Share this page with Google+ (Opens in a new window)
  • Share this page with Delicious (Opens in a new window)