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Towards Sustainable Catalysis – Highly Efficient Olefin Metathesis in Protic Media Using Phase Labelled Cyclic Alkyl Amino Carbene (CAAC) Ruthenium Catalysts
Author(s) -
Nagyházi Márton,
Turczel Gábor,
Balla Áron,
Szálas Gábor,
Tóth Imre,
Gál Gyula Tamás,
Petra Bombicz,
Anastas Paul T.,
Tuba Róbert
Publication year - 2020
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201902258
Subject(s) - carbene , ruthenium , catalysis , chemistry , cationic polymerization , metathesis , organic chemistry , alkyl , olefin fiber , ring opening metathesis polymerisation , methanol , polymerization , polymer
New generations of Hoveyda and bis‐carbene type of ruthenium‐based olefin metathesis catalysts ( 10 and 12 ), containing cationic cyclic alkyl amino carbene (CAAC) ligands, have been synthetized. The catalysts show exceptional stability and activity in environmentally benign, protic media. Various olefin metatheses reactions of OH functionalized feedstock (e. g. RCM, ROMP CM) can be carried out at as low as 0.05 mol % catalyst loading in methanol, isopropanol, water or methanol/water solvent mixture, accomplishing the lowest applied catalyst loading reported so far in these media. The facile olefin metathesis of renewable feedstocks including phospholipids ( 23 ) and vegetable oils ( 20 ) in protic media has also been demonstrated.