trans-Hydroalkynylation of Internal 1,3-Enynes Enabled by Cooperative Catalysis.J Am Chem Soc. 2023 Mar 15; 145(10):5624-5630.JA
Abstract
A cooperative catalyst system involving a Pd(0)/Senphos complex, tris(pentafluorophenyl)borane, copper bromide, and an amine base, is demonstrated to catalyze trans-hydroalkynylation of internal 1,3-enynes. For the first time, a Lewis acid catalyst is shown to promote the reaction involving the emerging outer-sphere oxidative reaction step. The resulting cross-conjugated dieneynes are versatile synthons for organic synthesis, and their characterization reveals distinct photophysical properties depending on the positioning of the donor/acceptor substituents along the conjugation path.
Links
Pub Type(s)
Journal Article
Language
eng
PubMed ID
36862947
Citation
Wang, Ziyong, et al. "Trans-Hydroalkynylation of Internal 1,3-Enynes Enabled By Cooperative Catalysis." Journal of the American Chemical Society, vol. 145, no. 10, 2023, pp. 5624-5630.
Wang Z, Zhang C, Wu J, et al. Trans-Hydroalkynylation of Internal 1,3-Enynes Enabled by Cooperative Catalysis. J Am Chem Soc. 2023;145(10):5624-5630.
Wang, Z., Zhang, C., Wu, J., Li, B., Chrostowska, A., Karamanis, P., & Liu, S. Y. (2023). Trans-Hydroalkynylation of Internal 1,3-Enynes Enabled by Cooperative Catalysis. Journal of the American Chemical Society, 145(10), 5624-5630. https://doi.org/10.1021/jacs.3c00514
Wang Z, et al. Trans-Hydroalkynylation of Internal 1,3-Enynes Enabled By Cooperative Catalysis. J Am Chem Soc. 2023 Mar 15;145(10):5624-5630. PubMed PMID: 36862947.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR
T1 - trans-Hydroalkynylation of Internal 1,3-Enynes Enabled by Cooperative Catalysis.
AU - Wang,Ziyong,
AU - Zhang,Chen,
AU - Wu,Jason,
AU - Li,Bo,
AU - Chrostowska,Anna,
AU - Karamanis,Panaghiotis,
AU - Liu,Shih-Yuan,
Y1 - 2023/03/02/
PY - 2023/3/3/pubmed
PY - 2023/3/3/medline
PY - 2023/3/2/entrez
SP - 5624
EP - 5630
JF - Journal of the American Chemical Society
JO - J Am Chem Soc
VL - 145
IS - 10
N2 - A cooperative catalyst system involving a Pd(0)/Senphos complex, tris(pentafluorophenyl)borane, copper bromide, and an amine base, is demonstrated to catalyze trans-hydroalkynylation of internal 1,3-enynes. For the first time, a Lewis acid catalyst is shown to promote the reaction involving the emerging outer-sphere oxidative reaction step. The resulting cross-conjugated dieneynes are versatile synthons for organic synthesis, and their characterization reveals distinct photophysical properties depending on the positioning of the donor/acceptor substituents along the conjugation path.
SN - 1520-5126
UR - https://www.unboundmedicine.com/medline/citation/36862947/trans_Hydroalkynylation_of_Internal_13_Enynes_Enabled_by_Cooperative_Catalysis_
DB - PRIME
DP - Unbound Medicine
ER -