Reaction of trimethylsilyl azide with bridged bicyclic olefins
2
Petrarch Systems, Levittown, PA 19059 U.S.A.
|
Publication type: Journal Article
Publication date: 1976-11-01
scimago Q3
wos Q2
SJR: 0.385
CiteScore: 4.1
Impact factor: 2.4
ISSN: 0022328X, 18728561
Materials Chemistry
Organic Chemistry
Biochemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
Bridged bicyclic olefins were found to undergo facile 1,3-cycloaddition reaction with trimethylsilyl azide. Norbornene produced cis,exo -1-trimethylsilyl-4,7-methano-3a,4,5,6,7,7a-hexahydrobenzotriazole, while norbornadiene formed a diadduct with cis,exo -stereochemistry, together with 2-trimethylsilyl-1,2,3-triazole produced by a retro-Diels—Alder reaction of an intermediate mono-adduct. Dicyclopentadiene reacted only at the norbornene position while α-pinene did not react with trimethylsilyl azide. In contrast to aryl- and sulfonyl-azide adducts of norbornene derivatives, which decompose upon heating the present adducts were recovered unchanged after prolonged treatment at 205°C.
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Total citations:
13
Citations from 2024:
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(7.69%)
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GOST
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Peterson W. F., Arkles B., Washburne S. S. Reaction of trimethylsilyl azide with bridged bicyclic olefins // Journal of Organometallic Chemistry. 1976. Vol. 121. No. 3. pp. 285-291.
GOST all authors (up to 50)
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Peterson W. F., Arkles B., Washburne S. S. Reaction of trimethylsilyl azide with bridged bicyclic olefins // Journal of Organometallic Chemistry. 1976. Vol. 121. No. 3. pp. 285-291.
Cite this
RIS
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TY - JOUR
DO - 10.1016/s0022-328x(00)85082-2
UR - https://doi.org/10.1016/s0022-328x(00)85082-2
TI - Reaction of trimethylsilyl azide with bridged bicyclic olefins
T2 - Journal of Organometallic Chemistry
AU - Peterson, William F.
AU - Arkles, Barry
AU - Washburne, Stephen S
PY - 1976
DA - 1976/11/01
PB - Elsevier
SP - 285-291
IS - 3
VL - 121
SN - 0022-328X
SN - 1872-8561
ER -
Cite this
BibTex (up to 50 authors)
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@article{1976_Peterson,
author = {William F. Peterson and Barry Arkles and Stephen S Washburne},
title = {Reaction of trimethylsilyl azide with bridged bicyclic olefins},
journal = {Journal of Organometallic Chemistry},
year = {1976},
volume = {121},
publisher = {Elsevier},
month = {nov},
url = {https://doi.org/10.1016/s0022-328x(00)85082-2},
number = {3},
pages = {285--291},
doi = {10.1016/s0022-328x(00)85082-2}
}
Cite this
MLA
Copy
Peterson, William F., et al. “Reaction of trimethylsilyl azide with bridged bicyclic olefins.” Journal of Organometallic Chemistry, vol. 121, no. 3, Nov. 1976, pp. 285-291. https://doi.org/10.1016/s0022-328x(00)85082-2.