On the Isolation of Neat Allylic Fluorides
SCIE
SCOPUS
- Title
- On the Isolation of Neat Allylic Fluorides
- Authors
- Lee, E; Y; ulov, DV
- Date Issued
- 2009-05
- Publisher
- Elsevier
- Abstract
- Neat cinnamyl fluoride, geranyl fluoride, 5-carbomethoxy-3-fluorocyclohexene and parent 3-fluorocyclohexerre undergo spontaneous decomposition on contact with borosilicate glass or catalytic quantities of moderately strong acids that consists in polycondensation with elimination of HF initiated by electrophilic abstraction of F-. Acid sensitivity of these allylic fluorides correlates with stability of respective allylic cations, exceeds that of parent benzyl fluoride, yet can be mitigated by the use of Teflon and PFA containers that permit their isolation and handling in the neat state. (C) 2009 Elsevier B.V. All rights reserved.
- Keywords
- Cinnamyl fluoride; Geranyl fluoride; Cyclohexenyl fluoride; Allylic fluorides; Glass-mediated decomposition; STEREOCONTROLLED SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; MAGNETIC-RESONANCE; HYDROGEN-FLUORIDE; CARBOXYLIC-ACIDS; BENZYL FLUORIDE; MILD CONDITIONS; ALKYL FLUORIDE; ALCOHOLS; FLUORINATION
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/15190
- DOI
- 10.1016/J.JFLUCHEM.2009.02.012
- ISSN
- 0022-1139
- Article Type
- Article
- Citation
- JOURNAL OF FLUORINE CHEMISTRY, vol. 130, no. 5, page. 474 - 483, 2009-05
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- There are no files associated with this item.
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