English
 
User Manual Privacy Policy Disclaimer Contact us
  Advanced SearchBrowse

Item

ITEM ACTIONSEXPORT

Released

Journal Article

Catalytic reversible alkene-nitrile interconversion through controllable transfer hydrocyanation

MPS-Authors
/persons/resource/persons199691

Fang,  Xianjie
Research Group Morandi, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

/persons/resource/persons48571

Peng,  Yuxing
Research Group Morandi, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

/persons/resource/persons145542

Morandi,  Bill
Research Group Morandi, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

External Ressource
No external resources are shared
Fulltext (public)
There are no public fulltexts stored in PuRe
Supplementary Material (public)
There is no public supplementary material available
Citation

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.


Cite as: http://hdl.handle.net/11858/00-001M-0000-002B-43E4-C
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.