Syntheses and Photochemical Reactions of Perfluorinated Carbonyl-Containing Adamantane Derivatives

James L. Adcock; Huimin Luo

doi:10.1021/jo00099a013

Syntheses and Photochemical Reactions of Perfluorinated Carbonyl-Containing Adamantane Derivatives

James L. Adcock, Huimin Luo

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

Abstract

F-4-Oxahomoadamantan-5-one, F-4-protoadamantanone, and F-adamantane-2,4-dione have been synthesized for the first time by aerosol direct fluorination of their corresponding hydrocarbons. UV irradiation of F-4-oxahomoadamantan-5-one produces F-oxaadamantane, the corresponding decarbonylation product: its first reported synthesis. UV irradiation of F-4-protoadamantanone gave F-noradamantane, the same product as from UV irradiation of F-adamantanone. All new products were characterized by mass spectrometry, 19F NMR, FT-IR spectroscopy, and elemental analysis.

Original language	English
Pages (from-to)	5883-5885
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	59
Issue number	20
DOIs	https://doi.org/10.1021/jo00099a013
State	Published - Oct 1 1994
Externally published	Yes

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title = "Syntheses and Photochemical Reactions of Perfluorinated Carbonyl-Containing Adamantane Derivatives",

abstract = "F-4-Oxahomoadamantan-5-one, F-4-protoadamantanone, and F-adamantane-2,4-dione have been synthesized for the first time by aerosol direct fluorination of their corresponding hydrocarbons. UV irradiation of F-4-oxahomoadamantan-5-one produces F-oxaadamantane, the corresponding decarbonylation product: its first reported synthesis. UV irradiation of F-4-protoadamantanone gave F-noradamantane, the same product as from UV irradiation of F-adamantanone. All new products were characterized by mass spectrometry, 19F NMR, FT-IR spectroscopy, and elemental analysis.",

author = "Adcock, \{James L.\} and Huimin Luo",

year = "1994",

month = oct,

day = "1",

doi = "10.1021/jo00099a013",

language = "English",

volume = "59",

pages = "5883--5885",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

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T1 - Syntheses and Photochemical Reactions of Perfluorinated Carbonyl-Containing Adamantane Derivatives

AU - Adcock, James L.

AU - Luo, Huimin

PY - 1994/10/1

Y1 - 1994/10/1

N2 - F-4-Oxahomoadamantan-5-one, F-4-protoadamantanone, and F-adamantane-2,4-dione have been synthesized for the first time by aerosol direct fluorination of their corresponding hydrocarbons. UV irradiation of F-4-oxahomoadamantan-5-one produces F-oxaadamantane, the corresponding decarbonylation product: its first reported synthesis. UV irradiation of F-4-protoadamantanone gave F-noradamantane, the same product as from UV irradiation of F-adamantanone. All new products were characterized by mass spectrometry, 19F NMR, FT-IR spectroscopy, and elemental analysis.

AB - F-4-Oxahomoadamantan-5-one, F-4-protoadamantanone, and F-adamantane-2,4-dione have been synthesized for the first time by aerosol direct fluorination of their corresponding hydrocarbons. UV irradiation of F-4-oxahomoadamantan-5-one produces F-oxaadamantane, the corresponding decarbonylation product: its first reported synthesis. UV irradiation of F-4-protoadamantanone gave F-noradamantane, the same product as from UV irradiation of F-adamantanone. All new products were characterized by mass spectrometry, 19F NMR, FT-IR spectroscopy, and elemental analysis.

UR - https://www.scopus.com/pages/publications/2442602900

U2 - 10.1021/jo00099a013

DO - 10.1021/jo00099a013

M3 - Article

AN - SCOPUS:2442602900

SN - 0022-3263

VL - 59

SP - 5883

EP - 5885

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 20

ER -

Syntheses and Photochemical Reactions of Perfluorinated Carbonyl-Containing Adamantane Derivatives

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