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The silicon plays the key role in stabilizing the carbocation of carbon at the β-position. Hosomi-Sakurai reaction is also applicable for other functional groups such as enones, where conjugate addition is usually seen. In figure 2, the Hosomi- Sakurai reaction has been shown using a cinnamoyl ketone.
The [BAr F 4] − anion with four fluorinated aryl groups distributed tetrahedrally about a central boron atom. Tetrakis[3,5-bis(trifluoromethyl)phenyl]borate is an anion with chemical formula [{3,5-(CF 3) 2 C 6 H 3} 4 B] −, which is commonly abbreviated as [BAr F 4] −, indicating the presence of fluorinated aryl (Ar F) groups.
Cinnamaldehyde is a naturally-occurring compound that has a conjugated system penta-1,3-diene is a molecule with a conjugated system Diazomethane conjugated pi-system. In theoretical chemistry, a conjugated system is a system of connected p-orbitals with delocalized electrons in a molecule, which in general lowers the overall energy of the molecule and increases stability.
In organic chemistry, negative hyperconjugation is the donation of electron density from a filled π- or p-orbital to a neighboring σ *-orbital. [1] This phenomenon, a type of resonance, can stabilize the molecule or transition state. [2] It also causes an elongation of the σ-bond by adding electron density to its antibonding orbital. [1]
In coordination chemistry, the S N 1cB (conjugate base) mechanism describes the pathway by which many metal amine complexes undergo substitution, that is, ligand exchange. Typically, the reaction entails reaction of a polyamino metal halide with aqueous base to give the corresponding polyamine metal hydroxide: [ 1 ]
In organic chemistry, the Mannich reaction is a three-component organic reaction that involves the amino alkylation of an acidic proton next to a carbonyl (C=O) functional group by formaldehyde (H−CHO) and a primary or secondary amine (−NH 2) or ammonia (NH 3). [1] The final product is a β-amino-carbonyl compound also known as a Mannich base.
Trimethylsilylmethylamine (Me 3 SiCH 2 NH 2) is a stronger base (conjugate pK a 10.96) than neopentylamine (conjugate pK a 10.21); trimethylsilylacetic acid (pKa 5.22) is a poorer acid than trimethylacetic acid (pKa 5.00). [1] In 1994, Yong and coworkers compared the free-energy effects of α- and β-Si(CH 3) 3 moieties on C–H homo- and ...
One use of conjugate acids and bases lies in buffering systems, which include a buffer solution. In a buffer, a weak acid and its conjugate base (in the form of a salt), or a weak base and its conjugate acid, are used in order to limit the pH change during a titration process. Buffers have both organic and non-organic chemical applications.