Journal Article10.1002/ANIE.200903893
Green Chemistry with Selenium Reagents: Development of Efficient Catalytic Reactions
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TL;DR: It is shown that selenium-based catalysts can be used conveniently in a series of functional group transformations and can transfer oxygen from environmentally friendly oxidants such as H2O2.
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Abstract: Selenium goes green! Recent advances in organoselenium chemistry clearly demonstrate that selenium-based catalysts can be used conveniently in a series of functional group transformations. Organoselenium compounds are promising “green catalysts” as they can transfer oxygen from environmentally friendly oxidants such as H2O2.
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Citations
Organoselenium chemistry: role of intramolecular interactions.
TL;DR: The subject of hypervalency has not attracted much attention and is the focus of this review of selenium chemistry, which has now become a well-established field of research.
520
Main Group Redox Catalysis of Organopnictogens: Vertical Periodic Trends and Emerging Opportunities in Group 15.
TL;DR: A growing number of organopnictogen redox catalytic methods have emerged, especially within the past 10 years, that leverage the plentiful reversible two-electron redox chemistry within Group 15 as mentioned in this paper.
203
“The green side of the moon: ecofriendly aspects of organoselenium chemistry”
Stefano Santoro,Juliano B. Azeredo,Vanessa Nascimento,Luca Sancineto,Antonio L. Braga,Claudio Santi +5 more
TL;DR: The use of selenating reagents has often been limited by a generally bad reputation surrounding selenium toxicity and its potential impact on the environment as discussed by the authors, however, some aspects that will encourage the reader to discover an unexpected "green side" to this element and the chemistry connected with its organic derivatives.
Organoselenium ligands in catalysis.
TL;DR: In this review the survey of developments pertaining to the designing of such complexes, and their uses as catalysts for various organic reactions has been presented with critical analysis of present status of the subject.
133
Developments in Synthetic Application of Selenium(IV) Oxide and Organoselenium Compounds as Oxygen Donors and Oxygen-Transfer Agents.
TL;DR: Synthetic applications of the oxidation reactions mediated by selenium(IV) oxide, areneseleninic acids, their anhydrides, selenides, diselenides, benzisoselenazol-3(2H)-ones and other less often used other organoselenium compounds are devoted.
132
References
Addition of electrophilic organoselenium reagents to carbon-carbon double bonds
Pierre L. Beaulieu,robert dáziel +1 more
- 22 Jul 1999
TL;DR: Addition of electrophilic organoselenium reagents to carbon-carbon double bonds generates complex organic molecules.
14
Selective selenocatalytic allylic chlorination.
TL;DR: Ene-chlorination of olefins by N-chlorosuccinimide is catalyzed by phenylselenenyl chloride and this reaction demonstrates the catalytic conversion of C-H bonds into more reactive C-Cl bonds.
Thiol Cofactors for Selenoenzymes and Their Synthetic Mimics.
TL;DR: An overview of the thiol cofactor systems used by different selenoenzymes and their mimics can be found in this paper, where the authors suggest that molecular recognition and effective binding of the cofactors at the active site of the selenocysteine and their corresponding mimics play crucial roles in the catalytic activity.
Preparation of a new chiral non-racemic sulfur-containing diselenide and applications in asymmetric synthesis.
Marcello Tiecco,Lorenzo Testaferri,Claudio Santi,Cristina Tomassini,Francesca Marini,Luana Bagnoli,Andrea Temperini +6 more
TL;DR: The synthesis of the new chiral non-racemic sulfur-containing diselenide, di-2-methoxy-6-[(1S)-1-(methylthio)ethyl]phenyl diselENide, is described, which acts as a strong electrophilic reagent and adds to alkenes to afford the products of selenomethoxylation or selenohydroxylation, respectively, with excellent diastereoselectivities.