Journal of Organic Chemistry, volume 69, issue 14, pages 4843-4844

Lewis Acid-Catalyzed Rearrangement of 2,2-Dichloronorbornane to 1-Chloronorbornane

Publication type: Journal Article
Publication date: 2004-05-29
scimago Q2
SJR: 0.724
CiteScore: 6.2
Impact factor: 3.3
ISSN: 00223263, 15206904
DOI:  10.1021/jo030350e
PubMed ID:  15230613
Organic Chemistry
Abstract
The mechanism for the unusual AlCl(3)-catalyzed rearrangement of 2,2-dichloronorbornane to 1-chloronorbornane in pentane has been elucidated; the reaction, which also yields four isomeric dichloronorbornanes, occurs in three steps: (1). ionization to form the 2-chloro-2-norbornyl cation, which was fully characterized by two-dimensional (1)H and (13)C NMR in SbF(5)/SO(2)ClF; (2). Wagner-Meerwein shift to yield the 1-chloro-2-norbornyl cation, which was partially characterized by (1)H NMR; and (3). hydride abstraction.
Found 
Found 

Top-30

Journals

1
2
3
Structure Types. Part 10: Space Groups (140) I4/mcm – (136) P42/mnm
Structure Types. Part 10: Space Groups (140) I4/mcm – (136) P42/mnm, 3, 42.86%
Journal of Molecular Catalysis A Chemical
Journal of Molecular Catalysis A Chemical, 1, 14.29%
European Journal of Organic Chemistry
European Journal of Organic Chemistry, 1, 14.29%
1
2
3

Publishers

1
2
3
Springer Nature
Springer Nature, 3, 42.86%
Elsevier
Elsevier, 1, 14.29%
Wiley
Wiley, 1, 14.29%
1
2
3
  • We do not take into account publications without a DOI.
  • Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
  • Statistics recalculated weekly.

Are you a researcher?

Create a profile to get free access to personal recommendations for colleagues and new articles.
Share
Cite this
GOST | RIS | BibTex | MLA
Found error?