Lecture

Conjugate Addition and Photoredox Catalysis

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Description

This lecture covers topics such as EPFL Conjugate (Michael) Addition, Diels Alder Cycloaddition, [3+2] Cycloaddition, [2+2] Cycloaddition, and photochemical deracemization. It discusses radical generation, stereoselectivity control, photoredox catalysis, Lewis acid catalysis, and chiral boranes in cycloaddition reactions.

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Related concepts (32)

Cycloaddition

In organic chemistry, a cycloaddition is a chemical reaction in which "two or more unsaturated molecules (or parts of the same molecule) combine with the formation of a cyclic adduct in which there is a net reduction of the bond multiplicity". The resulting reaction is a cyclization reaction. Many but not all cycloadditions are concerted and thus pericyclic. Nonconcerted cycloadditions are not pericyclic. As a class of addition reaction, cycloadditions permit carbon–carbon bond formation without the use of a nucleophile or electrophile.

1,3-Dipolar cycloaddition

The 1,3-dipolar cycloaddition is a chemical reaction between a 1,3-dipole and a dipolarophile to form a five-membered ring. The earliest 1,3-dipolar cycloadditions were described in the late 19th century to the early 20th century, following the discovery of 1,3-dipoles. Mechanistic investigation and synthetic application were established in the 1960s, primarily through the work of Rolf Huisgen. Hence, the reaction is sometimes referred to as the Huisgen cycloaddition (this term is often used to specifically describe the 1,3-dipolar cycloaddition between an organic azide and an alkyne to generate 1,2,3-triazole).

Conjugate transpose

In mathematics, the conjugate transpose, also known as the Hermitian transpose, of an complex matrix is an matrix obtained by transposing and applying complex conjugate on each entry (the complex conjugate of being , for real numbers and ). It is often denoted as or or and very commonly in physics as . For real matrices, the conjugate transpose is just the transpose, . The conjugate transpose of an matrix is formally defined by where the subscript denotes the -th entry, for and , and the overbar denotes a scalar complex conjugate.

Nucleophilic conjugate addition

Nucleophilic conjugate addition is a type of organic reaction. Ordinary nucleophilic additions or 1,2-nucleophilic additions deal mostly with additions to carbonyl compounds. Simple alkene compounds do not show 1,2 reactivity due to lack of polarity, unless the alkene is activated with special substituents. With α,β-unsaturated carbonyl compounds such as cyclohexenone it can be deduced from resonance structures that the β position is an electrophilic site which can react with a nucleophile.

Complex conjugate

In mathematics, the complex conjugate of a complex number is the number with an equal real part and an imaginary part equal in magnitude but opposite in sign. That is, if and are real numbers then the complex conjugate of is The complex conjugate of is often denoted as or . In polar form, if and are real numbers then the conjugate of is This can be shown using Euler's formula. The product of a complex number and its conjugate is a real number: (or in polar coordinates).

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