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  Catalytic reversible alkene-nitrile interconversion through controllable transfer hydrocyanation

Fang, X., Peng, Y., & Morandi, B. (2016). Catalytic reversible alkene-nitrile interconversion through controllable transfer hydrocyanation. Science, 351(6275), 832-836. doi:10.1126/science.aae0427.

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 Creators:
Fang, Xianjie1, Author              
Peng, Yuxing1, Author              
Morandi, Bill1, Author              
Affiliations:
1Research Group Morandi, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_persistent22              

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 Abstract: Nitriles and alkenes are important synthetic intermediates with complementary reactivity that play a central role in the preparation of materials, pharmaceuticals, cosmetics, and agrochemicals. Here, we report a nickel-catalyzed transfer hydrocyanation reaction between a wide range (60 examples) of alkyl nitriles and alkenes. This strategy not only overcomes the toxicity challenge posed by the use of HCN in traditional approaches, but also encompasses distinct chemical advances, including retro-hydrocyanation and anti-Markovnikov regioselectivity. In a broader context, this work highlights an approach to the reversible hydrofunctionalization of alkenes through thermodynamically controlled transfer reactions to circumvent the use of volatile and hazardous reagents in the laboratory.

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Language(s): eng - English
 Dates: 2016-02-19
 Publication Status: Published in print
 Pages: 5
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1126/science.aae0427
 Degree: -

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Title: Science
Source Genre: Journal
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Publ. Info: Washington, D.C. : American Association for the Advancement of Science
Pages: 5 Volume / Issue: 351 (6275) Sequence Number: - Start / End Page: 832 - 836 Identifier: ISSN: 0036-8075
CoNE: https://pure.mpg.de/cone/journals/resource/991042748276600_1