1449416-84-5Relevant articles and documents
Iron-Catalyzed gem-Specific Dimerization of Terminal Alkynes
Liang, Qiuming,Osten, Kimberly M.,Song, Datong
, p. 6317 - 6320 (2017)
We report a gem-specific homo- and cross-dimerization of terminal alkynes catalyzed by a well-defined iron(II) complex containing Cp* and picolyl N-heterocyclic carbene (NHC) ligands, and featuring a piano-stool structure. This catalytic system requires n
Stereo- A nd regioselective dimerization of alkynes to enynes by bimetallic syn-carbopalladation
Pfeffer, Camilla,Wannenmacher, Nick,Frey, Wolfgang,Peters, René
, p. 5496 - 5505 (2021/05/31)
Enynes are important motifs in bioactive compounds. They can be synthesized by alkynea'alkyne couplings for which a number of mechanisms have been suggested depending on catalyst type and dominant product isomers. Regarding bimetallic pathways, hydrometalations and anti-carbopalladations have been discussed to account for the formation of geminally substituted and (Z)-configured enynes, respectively. Here we report a bimetallic alkynea'alkyne coupling that yields (E)-configured enynes. An unusual type of acetylide Pd bridging was found in putative catalytic intermediates which is arguably responsible for the regio- A nd stereochemical reaction outcome. Mechanistic studies suggest that a double μa'κ:η2 acetylide bridging enables a bimetallic syn-carbometalation. Interestingly, depending on the reaction conditions, it is also possible to form the geminal regioisomer as major product with the same catalyst. This regiodivergent outcome is explained by bi-versus monometallic reaction pathways.
Active Iron(II) Catalysts toward gem-Specific Dimerization of Terminal Alkynes
Liang, Qiuming,Sheng, Kai,Salmon, Andrew,Zhou, Vivian Yue,Song, Datong
, p. 810 - 818 (2019/01/14)
We report the syntheses and catalytic activity of a series of piano-stool iron complexes with the general formula [FeClCp (NHC)] (where NHC = N-heterocyclic carbene) toward the gem-specific dimerization of terminal alkynes. In comparison to our first-gene