Molecular structure of β-oxy-bis-acrylamides on the pathway of the dimers formation. DFT and FTIR study

Aksamentova, T. N.; Chípanina, N. N.; Andreev, M. V.; Sterkhova, Irina V.; Павлов, Д. В.; Медведева, А. С.

doi:10.1016/j.molstruc.2019.127298

Cited by 6 publications

(2 citation statements)

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“…Earlier, compounds 10 a,b,e,f (NR 1 R 2 =NPh 2 , NHPh, NMe 2 , NHMe) were synthesized by us to study their molecular structure. Conformational isomers and their dimers were calculated by DFT methods using NBO and QTAIM models.…”

Section: Resultsmentioning

confidence: 99%

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Base‐Catalyzed Hydration of Silicon‐Containing Activated Alkynes: The Effect of Substituents at the Triple Bond

2020

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Metal‐catalyzed hydration of alkynes is rapidly developing research direction in organic synthesis. However, base‐catalyzed hydration of activated acetylenes remains much less studied. In contrast to the metal‐catalyzed reactions leading to carbonyl compounds, base‐catalyzed hydration gives vinyl ethers of different structure or cyclic products depending on the nature of substituents. So, it is found that 1,4‐diazabicyclo [2.2.2]octane (DABCO)‐catalyzed hydration of trimethylsilylated electron‐deficient alkynes of general formula Me3SiC≡CCOX (X=Ph, NR1R2, OEt) proceeds at room temperature to afford push‐pull divinyl ethers in 56–94 % yields, while 4‐trimethylsilyl‐3‐butyne‐2‐one (X=Me) reacts non‐selectively delivering both symmetrical and unsymmetrical divinyl ethers (dimerization products). Contrary to ketones, amides and esters, 3‐trimethylsilylpropynal gives under the same conditions 4H‐pyran, as we shown earlier.

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Section: Resultsmentioning

confidence: 99%

“…Conformational isomers and their dimers were calculated by DFT methods using NBO and QTAIM models. X‐ray diffraction analysis of β‐oxy‐bis( N , N ′‐dimethylacrylamide) 10 f was performed …”

Section: Resultsmentioning

confidence: 99%