Ethanol
Recent Literature
The selective synthesis of Z-alkenes in alkyne semihydrogenation
relies on the reactivity difference of the catalysts toward the starting
materials and the products. In an Ir(III)-catalyzed semihydrogenation with EtOH
as hydrogen source, an amine
as additive is crucial to promote the alcoholysis. This catalytic system
exhibits an unprecedented level of substrate scope, generality, and
compatibility.
Z. Huang, Y. Wang, X. Leng, Z. Huang, J. Am. Chem. Soc.,
2021, 143, 4809-4843.
A NCP-type pincer iridium complex enables an efficient, mild, chemoselective
transfer hydrogenation of unactivated C-C multiple bonds with ethanol, forming
ethyl acetate as the sole byproduct. A wide variety of alkenes, including
multisubstituted alkyl alkenes, aryl alkenes, and heteroatom-substituted
alkenes, as well as heteroarenes and internal alkynes, are suitable substrates.
Y. Wang, Z. Huang, X. Leng, H. Zhu, G. Liu, Z. Huang, J. Am. Chem. Soc.,
2018,
140, 4417-4429.
A NCP-type pincer iridium complex enables an efficient, mild, chemoselective
transfer hydrogenation of unactivated C-C multiple bonds with ethanol, forming
ethyl acetate as the sole byproduct. A wide variety of alkenes, including
multisubstituted alkyl alkenes, aryl alkenes, and heteroatom-substituted
alkenes, as well as heteroarenes and internal alkynes, are suitable substrates.
Y. Wang, Z. Huang, X. Leng, H. Zhu, G. Liu, Z. Huang, J. Am. Chem. Soc.,
2018,
140, 4417-4429.
Chiral iridium complexes ligated by anionic oxazoline-bearing NCP-type pincer
ligands enable an asymmetric transfer hydrogenation (ATH)
of diarylethenes using environmentally benign ethanol as the hydrogen donor.
High enantioselectivities could be achieved for substrates bearing ortho-Me,
ortho-Cl, or ortho-Br substituents on one of the aryl groups.
L. Qian, X. Tang, Z. Huang, Y. Wang, G. Liu, Z. Huang, Org. Lett., 2021, 23,
8978-8983.
The combination of a (PCN)Ir complex as the precatalyst and tBuNH2
as the cocatalyst mediates an efficient trans-semihydrogenation of
1,3-enynes with ethanol as the hydrogen source. The reaction provides an
atom-economical access to unsymmetrical (E,E)-1,4-diarylbutadienes with
high yields and stereoselectivities.
F. Huang, Z. Huang, G. Liu, Z. Huang, Org. Lett.,
2022, 24, 5486-5490.
A bidentate Ru(II)-NC complex catalyzes a transfer hydrogenation of azoarenes
to hydrazoarenes using ethanol as a hydrogen source in the presence of a weak
base. Control experiments and density functional theory calculations suggest a
Meerwein-Ponndorf-Verley mechanism with ethyl acetate as the byproduct.
D. Gong, D. Kong, N. Xu, Y. Hua, B. Liu, Z. Xu, Org. Lett.,
2022, 24, 7339-7343.
