PMID- 35420225
OWN - NLM
STAT- PubMed-not-MEDLINE
LR  - 20220827
IS  - 1521-3773 (Electronic)
IS  - 1433-7851 (Print)
IS  - 1433-7851 (Linking)
VI  - 61
IP  - 28
DP  - 2022 Jul 11
TI  - Catalytic Decomposition of Long-Chain Olefins to Propylene via 
      Isomerization-Metathesis Using Latent Bicyclic (Alkyl)(Amino)Carbene-Ruthenium 
      Olefin Metathesis Catalysts.
PG  - e202204413
LID - 10.1002/anie.202204413 [doi]
LID - e202204413
AB  - One of the most exciting scientific challenges today is the catalytic degradation 
      of non-biodegradable polymers into value-added chemical feedstocks. The mild 
      pyrolysis of polyolefins, including high-density polyethylene (HDPE), results in 
      pyrolysis oils containing long-chain olefins as major products. In this paper, 
      novel bicyclic (alkyl)(amino)carbene ruthenium (BICAAC-Ru) temperature-activated 
      latent olefin metathesis catalysts, which can be used for catalytic decomposition 
      of long-chain olefins to propylene are reported. These thermally stable catalysts 
      show significantly higher selectivity to propylene at a reaction temperature of 
      75  degrees C compared to second generation Hoveyda-Grubbs or CAAC-Ru catalysts under 
      ethenolysis conditions. The conversion of long-chain olefins (e.g., 1-octadecene 
      or methyl oleate) to propylene via isomerization-metathesis is performed by using 
      a (RuHCl)(CO)(PPh(3) )(3) isomerization co-catalyst. The reactions can be carried 
      out at a BICAAC-Ru catalyst loading as low as 1 ppm at elevated reaction 
      temperature (75  degrees C). The observed turnover number and turnover frequency are as 
      high as 55 000 and 10 000 mol(propylene)  mol(catalyst) (-1)  h(-1) , 
      respectively.
CI  - (c) 2022 The Authors. Angewandte Chemie International Edition published by 
      Wiley-VCH GmbH.
FAU - Nagyhazi, Marton
AU  - Nagyhazi M
AD  - Institute of Materials and Environmental Chemistry, Eotvos Lorand Research 
      Network, Research Centre for Natural Sciences, Magyar tudosok korutja 2, 1519, 
      Budapest, Hungary.
AD  - Department of Organic Chemistry and Technology, Budapest University of Technology 
      and Economics, Szent Gellert ter 4, 1111, Budapest, Hungary.
FAU - Lukacs, Adam
AU  - Lukacs A
AD  - Institute of Materials and Environmental Chemistry, Eotvos Lorand Research 
      Network, Research Centre for Natural Sciences, Magyar tudosok korutja 2, 1519, 
      Budapest, Hungary.
AD  - Department of Organic Chemistry and Technology, Budapest University of Technology 
      and Economics, Szent Gellert ter 4, 1111, Budapest, Hungary.
FAU - Turczel, Gabor
AU  - Turczel G
AUID- ORCID: 0000-0002-6753-6796
AD  - Institute of Materials and Environmental Chemistry, Eotvos Lorand Research 
      Network, Research Centre for Natural Sciences, Magyar tudosok korutja 2, 1519, 
      Budapest, Hungary.
FAU - Hancsok, Jeno
AU  - Hancsok J
AD  - Research Centre for Biochemical, Environmental and Chemical Engineering, 
      Department of MOL Hydrocarbon and Coal Processing, University of Pannonia, 
      Egyetem u. 10, 8210, Veszprem, Hungary.
FAU - Valyon, Jozsef
AU  - Valyon J
AD  - Institute of Materials and Environmental Chemistry, Eotvos Lorand Research 
      Network, Research Centre for Natural Sciences, Magyar tudosok korutja 2, 1519, 
      Budapest, Hungary.
FAU - Benyei, Attila
AU  - Benyei A
AD  - Department of Pharmaceutical Chemistry, Faculty of Science and Technology, 
      University of Debrecen, Egyetem ter 1, 4032, Debrecen, Hungary.
FAU - Keki, Sandor
AU  - Keki S
AD  - Department of Applied Chemistry, Faculty of Science and Technology, University of 
      Debrecen, Egyetem ter 1, 4032, Debrecen, Hungary.
FAU - Tuba, Robert
AU  - Tuba R
AUID- ORCID: 0000-0001-8929-2713
AD  - Institute of Materials and Environmental Chemistry, Eotvos Lorand Research 
      Network, Research Centre for Natural Sciences, Magyar tudosok korutja 2, 1519, 
      Budapest, Hungary.
LA  - eng
GR  - GINOP-2.3.2-15-2016-00053/Economic Development and Innovation Operative Program 
      of Hungary/
GR  - NKFI NN-128368/Nemzeti Kutatasi Fejlesztesi es Innovacios Hivatal/
GR  - TKP-108-9/PALY-2021/Nemzeti Kutatasi Fejlesztesi es Innovacios Hivatal/
PT  - Journal Article
DEP - 20220519
PL  - Germany
TA  - Angew Chem Int Ed Engl
JT  - Angewandte Chemie (International ed. in English)
JID - 0370543
SB  - IM
PMC - PMC9400880
OTO - NOTNLM
OT  - BICAAC
OT  - Hydrocarbon Decomposition
OT  - ISOMET
OT  - Metathesis
OT  - Propylene
OT  - Ruthenium
COIS- The authors declare no conflict of interest.
EDAT- 2022/04/15 06:00
MHDA- 2022/04/15 06:01
PMCR- 2022/08/24
CRDT- 2022/04/14 08:37
PHST- 2022/03/25 00:00 [received]
PHST- 2022/04/15 06:00 [pubmed]
PHST- 2022/04/15 06:01 [medline]
PHST- 2022/04/14 08:37 [entrez]
PHST- 2022/08/24 00:00 [pmc-release]
AID - ANIE202204413 [pii]
AID - 10.1002/anie.202204413 [doi]
PST - ppublish
SO  - Angew Chem Int Ed Engl. 2022 Jul 11;61(28):e202204413. doi: 
      10.1002/anie.202204413. Epub 2022 May 19.