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A Simple Nickel Catalyst Enabling an E ‐Selective Alkyne Semihydrogenation
Author(s) -
Thiel Niklas O.,
Kaewmee Benyapa,
Tran Ngoc Trung,
Teichert Johannes F.
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201903850
Subject(s) - alkyne , catalysis , combinatorial chemistry , substrate (aquarium) , stereoselectivity , scope (computer science) , chemistry , nickel , simple (philosophy) , protocol (science) , computer science , organic chemistry , biology , ecology , programming language , medicine , philosophy , alternative medicine , epistemology , pathology
Stereoselective alkyne semihydrogenations are attractive approaches to alkenes, which are key building blocks for synthesis. With regards to the most atom‐economic reducing agent dihydrogen (H 2 ), only few catalysts for the challenging E ‐selective alkyne semihydrogenation have been disclosed, each with a unique substrate scope profile. Here, we show that a commercially available nickel catalyst facilitates the E ‐selective alkyne semihydrogenation of a wide variety of substituted internal alkynes. This results in a simple and broadly applicable overall protocol to stereoselectively access E ‐alkenes employing H 2 , which could serve as a general method for synthesis.