6683-96-1Relevant articles and documents
Ring size and nothing else matters: unusual regioselectivity of alkyne hydration by NHC gold(i) complexes
Ageshina, Alexandra A.,Asachenko, Andrey F.,Chesnokov, Gleb A.,Minaeva, Lidiya I.,Nechaev, Mikhail S.,Philippova, Anna N.,Rzhevskiy, Sergey A.,Topchiy, Maxim A.
supporting information, p. 5686 - 5689 (2021/06/16)
We have investigated the role of ring sizes and substituents in NHC ligands in some (NHC)Au(i) complexes in the hydration of internal alkynes. Despite the fact that using (NHC)Au(i) complexes in the hydration of diarylacetylenes leads to Markovnikov-type products, the precise tuning of ligands allows changing the regioselectivity in arylalkylacetylene hydration to the anti-Markovnikov-type.
NOVEL VINYLBENZENE COMPOUND AND PHOTOSENSITIVE PHOTORESIST COMPOSITION COMPRISING THE SAME
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Paragraph 0133-0138, (2017/07/26)
Provided is a photocurable composition comprising: (A) a photocurable compound; and (B) a vinylbenzene-containing monomer having a structure represented by chemical formula 1. In the chemical formula 1, X, R1, R2, R3, L, L1, L2 and L3 are the same as defi
Isolable gold(I) complexes having one low-coordinating ligand as catalysts for the selective hydration of substituted alkynes at room temperature without acidic promoters
Leyva, Antonio,Corma, Avelino
scheme or table, p. 2067 - 2074 (2009/08/07)
Hydration of a wide range of alkynes to the corresponding ketones has been afforded in high yields at room temperature by using gold(I)-phosphine complexes as catalyst, with no acidic cocatalysts required. Suitable substrates covering alkyl and aryl terminal alkynes, enynes, internal alkynes, and propargylic alcohols, including enantiopure forms, are cleanly transformed to the corresponding ketones in nearly quantitative yields. Acid-labile groups present in the substrates are preserved. The catalytic activity strongly depends on both the nature of the phosphine coordinated to the gold (I) center and the softness of the counteranion, the complex AuSPhOsNTf2 showing the better activity. A plausible mechanism for the hydration of alkynes through ketal intermediates is proposed on the basis of kinetic studies. The described catalytic system should provide an efficient alternative to mercury-based methodologies and be useful in synthetic programs.