Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 73, Issue 24, Pages 9627-9632Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo8016428
Keywords
-
Categories
Funding
- National Institutes of Health [GM-18874]
- National Science Foundation [9819432]
- James R. Eiszner Chair in Chemistry
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [9819432] Funding Source: National Science Foundation
Ask authors/readers for more resources
The trajectories for nucleophilic substitutions at sulfur(VI) and sulfur(II) have been investigated by the endocyclic restriction test. On the basis of double-labeling experiments, the sulfur(VI) transfer in the conversion of 1 to 2 is found to be intramolecular, while the sulfur(VI) transfer in the conversion of 3 to 4 and the sulfur(II) transfer in the conversion of 5 to 6 are found to be intermolecular. These results are taken to be consistent with transition structures for these sulfur transfer reactions which require a large angle between the entering and leaving group, a geometry analogous to apical group positions in trigonal bipyramidal transition states.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available