Synthesis of Highly Stable 1,3-Diaryl-1H-1,2,3-triazol-5-ylidenes and Their Applications in Ruthenium-Catalyzed Olefin Metathesis
Jean Bouffard
1
,
Benjamin K Keitz
2
,
Ralf Tonner
3
,
Gregorio Guisado Barrios
1
,
Gernot Frenking
3
,
Robert K. Grubbs
2
,
Тип публикации: Journal Article
Дата публикации: 2011-04-13
scimago Q2
wos Q1
БС1
SJR: 0.676
CiteScore: 5.1
Impact factor: 2.9
ISSN: 02767333, 15206041
PubMed ID:
21572542
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Краткое описание
The formal cycloaddition between 1,3-diaza-2-azoniaallene salts and alkynes or alkyne equivalents provides an efficient synthesis of 1,3-diaryl-1H-1,2,3-triazolium salts, the direct precursors of 1,2,3-triazol-5-ylidenes. These N,N-diarylated mesoionic carbenes (MICs) exhibit enhanced stability in comparison to their alkylated counterparts. Experimental and computational results confirm that these MICs act as strongly electron-donating ligands. Their increased stability allows for the preparation of ruthenium olefin metathesis catalysts that are efficient in both ring-opening and ring-closing reactions.
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Bouffard J. et al. Synthesis of Highly Stable 1,3-Diaryl-1H-1,2,3-triazol-5-ylidenes and Their Applications in Ruthenium-Catalyzed Olefin Metathesis // Organometallics. 2011. Vol. 30. No. 9. pp. 2617-2627.
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Bouffard J., Keitz B. K., Tonner R., Guisado Barrios G., Frenking G., Grubbs R. K., Bertrand G. Synthesis of Highly Stable 1,3-Diaryl-1H-1,2,3-triazol-5-ylidenes and Their Applications in Ruthenium-Catalyzed Olefin Metathesis // Organometallics. 2011. Vol. 30. No. 9. pp. 2617-2627.
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RIS
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TY - JOUR
DO - 10.1021/om200272m
UR - https://doi.org/10.1021/om200272m
TI - Synthesis of Highly Stable 1,3-Diaryl-1H-1,2,3-triazol-5-ylidenes and Their Applications in Ruthenium-Catalyzed Olefin Metathesis
T2 - Organometallics
AU - Bouffard, Jean
AU - Keitz, Benjamin K
AU - Tonner, Ralf
AU - Guisado Barrios, Gregorio
AU - Frenking, Gernot
AU - Grubbs, Robert K.
AU - Bertrand, Gilles
PY - 2011
DA - 2011/04/13
PB - American Chemical Society (ACS)
SP - 2617-2627
IS - 9
VL - 30
PMID - 21572542
SN - 0276-7333
SN - 1520-6041
ER -
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@article{2011_Bouffard,
author = {Jean Bouffard and Benjamin K Keitz and Ralf Tonner and Gregorio Guisado Barrios and Gernot Frenking and Robert K. Grubbs and Gilles Bertrand},
title = {Synthesis of Highly Stable 1,3-Diaryl-1H-1,2,3-triazol-5-ylidenes and Their Applications in Ruthenium-Catalyzed Olefin Metathesis},
journal = {Organometallics},
year = {2011},
volume = {30},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/om200272m},
number = {9},
pages = {2617--2627},
doi = {10.1021/om200272m}
}
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MLA
Скопировать
Bouffard, Jean, et al. “Synthesis of Highly Stable 1,3-Diaryl-1H-1,2,3-triazol-5-ylidenes and Their Applications in Ruthenium-Catalyzed Olefin Metathesis.” Organometallics, vol. 30, no. 9, Apr. 2011, pp. 2617-2627. https://doi.org/10.1021/om200272m.