Catalytic hydroallylation of norbornadiene with allyl formate
I P Stolyarov
1
,
A E Gekhman
1
,
I. I. Moiseev
1
,
A Yu Kolesnikov
2
,
E. M. Evstigneeva
2
,
V R Flid
2
Publication type: Journal Article
Publication date: 2007-02-01
scimago Q3
SJR: 0.305
CiteScore: 2.8
Impact factor: —
ISSN: 10665285, 15739171
General Chemistry
Abstract
Norbornadiene (NBD) reacts with allyl esters All—OC(O)R (R = Me, But, Ph, CCl3, CF3) in acetonitrile solutions of palladium(0) complexes to give a mixture of four isomeric nontraditional allylation products and the corresponding carboxylic acids. Under similar conditions, the reaction of NBD with allyl formate in solutions of Pd0 and PdII complexes occurs selectively, resulting in the product of addition of the allyl fragment and the H atom to an NBD double bond, 5-allylbicyclo[2.2.1]hept-2-ene, and CO2. The hydroallylation of NBD is accompanied by catalytic addition of formic and acetic acids to one double bond of the diene to give bicyclo[2.2.1]hept-2-en-5-ol and nortricyclan-3-ol acetates and formates. Unlike most known palladium-based catalyst systems, these complexes exhibit catalytic activity also in the absence of phosphines.
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15
Total citations:
15
Citations from 2024:
1
(6.67%)
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GOST
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Stolyarov I. P. et al. Catalytic hydroallylation of norbornadiene with allyl formate // Russian Chemical Bulletin. 2007. Vol. 56. No. 2. pp. 320-324.
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Stolyarov I. P., Gekhman A. E., Moiseev I. I., Kolesnikov A. Yu., Evstigneeva E. M., Flid V. R. Catalytic hydroallylation of norbornadiene with allyl formate // Russian Chemical Bulletin. 2007. Vol. 56. No. 2. pp. 320-324.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1007/s11172-007-0052-x
UR - https://doi.org/10.1007/s11172-007-0052-x
TI - Catalytic hydroallylation of norbornadiene with allyl formate
T2 - Russian Chemical Bulletin
AU - Stolyarov, I P
AU - Gekhman, A E
AU - Moiseev, I. I.
AU - Kolesnikov, A Yu
AU - Evstigneeva, E. M.
AU - Flid, V R
PY - 2007
DA - 2007/02/01
PB - Springer Nature
SP - 320-324
IS - 2
VL - 56
SN - 1066-5285
SN - 1573-9171
ER -
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BibTex (up to 50 authors)
Copy
@article{2007_Stolyarov,
author = {I P Stolyarov and A E Gekhman and I. I. Moiseev and A Yu Kolesnikov and E. M. Evstigneeva and V R Flid},
title = {Catalytic hydroallylation of norbornadiene with allyl formate},
journal = {Russian Chemical Bulletin},
year = {2007},
volume = {56},
publisher = {Springer Nature},
month = {feb},
url = {https://doi.org/10.1007/s11172-007-0052-x},
number = {2},
pages = {320--324},
doi = {10.1007/s11172-007-0052-x}
}
Cite this
MLA
Copy
Stolyarov, I. P., et al. “Catalytic hydroallylation of norbornadiene with allyl formate.” Russian Chemical Bulletin, vol. 56, no. 2, Feb. 2007, pp. 320-324. https://doi.org/10.1007/s11172-007-0052-x.
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