Stereoselective intermolecular addition of ketyl radicals generated from ketones by photoinduced electron transfer

Brulé, Cédric; Hoffmann, Norbert

doi:10.1016/s0040-4039(01)02089-5

Cited by 20 publications

(5 citation statements)

References 33 publications

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“…The reaction in Scheme 52 resembles the addition of ketyl radicals to alkenes. 285 For a recent example, see ref 286. In this particular case, the radicals were obtained by partial photoreduction of the corresponding ketones.…”

Section: Photochemical Electron-transfer Reactions With a Catalytic S...mentioning

confidence: 99%

Photochemical Reactions as Key Steps in Organic Synthesis

2008

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Section: Photochemical Electron-transfer Reactions With a Catalytic S...mentioning

confidence: 99%

Photochemical Reactions as Key Steps in Organic Synthesis

2008

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“…When carbonyl compounds are used as photosensitizers to produce α-aminoalkyl radicals, ketyl radicals are concomitantly generated. A coupling between these two species may be observed, leading to 1,2-amino alcohols . Recently, such a reaction has been carried out using asymmetric catalysis (Scheme ).…”

Section: C–h Activation Involving Photochemical Electron Transfermentioning

confidence: 99%

Photosensitization and Photocatalysis—Perspectives in Organic Synthesis

2018

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Photochemical sensitization and photocatalysis have very similar definitions and are closely related. Each of the two terms are preferentially used in different scientific communities. Three types of processes are discussed: (1) sensitization involving energy transfer, (2) photocatalysis in which hydrogen abstraction plays a key role, and (3) photoredox catalysis in which electron transfer is involved. The processes are discussed in connection with [2 + 2] photo-cycloadditions and C–H activation, which are of particular interest for organic synthesis.

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“…For instance, the photodimerization of anthracenes is, in many cases, a clean reaction in which the product is obtained with a high yield . Other examples include the photoisomerization and rearrangement of olefins, photoaddition of benzene derivatives, photoreduction of α‐β unsaturated carbonyls, photocondensation of quinones to produce synthons, photochemical hydrogen abstraction of aromatic aldehydes, photo‐oxygenation based upon the use of sensitizers, and photocycloadditions of polycyclic aromatic hydrocarbons . Besides photochemical reactions, photophysical processes are also important in the chemistry and physics of atoms and molecules in excited states.…”

Section: Introductionmentioning

confidence: 99%

Properties of atoms in electronically excited molecules within the formalism of TDDFT

Sánchez-Flores

Chávez-Calvillo

Keith³

et al. 2014

J Comput Chem

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The topological analysis of the electron density for electronic excited states under the formalism of the quantum theory of atoms in molecules using time-dependent density functional theory (TDDFT) is presented. Relaxed electron densities for electronic excited states are computed by solving a Z-vector equation which is obtained by means of the Sternheimer interchange method. This is in contrast to previous work in which the electron density for excited states is obtained using DFT instead of TDDFT, that is, through the imposition of molecular occupancies in accordance with the electron configuration of the excited state under consideration. Once the electron density of the excited state is computed, its topological characterization and the properties of the atoms in molecules are obtained in the same manner that for the ground state. The analysis of the low-lying π→π* singlet and triplet vertical excitations of CO and C6H6 are used as representative examples of the application of this methodology. Altogether, it is shown how this procedure provides insights on the changes of the electron density following photoexcitation and it is our hope that it will be useful in the study of different photophysical and photochemical processes.

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Stereoselective intermolecular addition of ketyl radicals generated from ketones by photoinduced electron transfer

Cited by 20 publications

References 33 publications

Photochemical Reactions as Key Steps in Organic Synthesis

Photochemical Reactions as Key Steps in Organic Synthesis

Photosensitization and Photocatalysis—Perspectives in Organic Synthesis

Properties of atoms in electronically excited molecules within the formalism of TDDFT

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