60981-68-2Relevant academic research and scientific papers
Phosphino-amine (PN) Ligands for Rapid Catalyst Discovery in Ruthenium-Catalyzed Hydrogen-Borrowing Alkylation of Anilines: A Proof of Principle
Broomfield, Lewis Marc,Wu, Yichen,Martin, Eddy,Shafir, Alexandr
, p. 3538 - 3548 (2015)
A general synthetic protocol for the synthesis of simple phosphino-amine (PN) ligands is described with 19 ligands being isolated in good yields. High-throughput ligand screening uncovered the success of two of these ligands for aromatic amine alkylations via ruthenium-catalyzed hydrogen borrowing reactions. The combination of N,N'-bis(diphenylphosphino)-N,N′-dimethylpropylenediamine with a ruthenium(II) source and potassium hydroxide (15 mol%) is the optimal system for selective monobenzylations of aromatic amines (method A). Over 70% isolated yields have been achieved for the formation of 14 secondary aromatic amines under mild reaction conditions (120 C and 1.05 equivalents of benzyl alcohol). On the other hand, N,N-bis(diphenylphosphino)-isopropylamine was the ligand utilized for both selective monomethylation and monoethylation reactions of aromatic amines (method B). Here the alcohol is charged as both the reaction medium and substrate and 9 examples are disclosed with all isolated yields exceeding 70%. These methods have been applied to the synthesis of important synthetic building blocks based on aminoferrocene.
Organic ligand, preparation method thereof, catalytic system and ethylene oligomerization method
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Paragraph 0100-0104, (2021/11/06)
The invention belongs to the field of organic chemistry, and particularly relates to an organic ligand, a preparation method thereof, a catalytic system and an ethylene oligomerization method. The organic ligand provided by the invention has a structure as shown in a formula (I) or a formula (II), wherein R1, R1', R2 and R2' are independently selected from the group consisting of ethyl, isopropyl, tertiary butyl, cyclopentyl, phenyl, 2-halogenated phenyl and 4-halogenated phenyl; R3 is selected from the group consisting of n-propyl, n-butyl, n-hexyl, isopropyl, cyclopentyl, cyclohexyl, phenyl, benzyl, 4-halogenated phenyl, 4-aminophenyl, 4-alkylphenyl and 4-methoxyphenyl; and R3' is selected from the group consisting of 1, 4-phenylene, 1, 2-ethylidene, 1, 9-nonylene, 1, 10-decylidene, 1, 12-dodecylidene, 1, 4-cyclohexylidene and 1, 2-cyclohexylidene. The catalytic system containing the organic ligand disclosed by the invention has relatively high catalytic selectivity and excellent high-temperature resistance.
Evaluation of Bis(phosphine) Ligands for Ethylene Oligomerization: Discovery of Alkyl Phosphines as Effective Ligands for Ethylene Tri- And Tetramerization
Boelter, Scott D.,Davies, Dan R.,Milbrandt, Kara A.,Wilson, David R.,Wiltzius, Molly,Rosen, Mari S.,Klosin, Jerzy
, p. 967 - 975 (2020/02/28)
Fifty-three bis(phosphines) were evaluated as ligands for chromium-catalyzed ethylene tetramerization in a high-throughput reactor. Selected ligands previously reported in the literature gave high activities with expected selectivities when evaluated under our reactor conditions. While the majority of ligands evaluated gave low activity catalysts that produced mostly high-density polyethylene (HDPE), alkyl phosphines were unexpectedly identified as a promising ligand class. In particular, the MeDuPhos ligand led to an active catalyst that produced 81.8 wt % α-olefins (50.0 wt % 1-octene, 31.8 wt % 1-hexene) and 3.5 wt % HDPE, approaching the selectivity of the state-of-the-art i-Pr-PNP ligand.
Ethylene Tetramerisation: A Structure-Selectivity Correlation
Makume, Boitumelo F.,Holzapfel, Cedric W.,Maumela, Munaka C.,Willemse, J. Alexander,van den Berg, Jan A.
, p. 2308 - 2315 (2020/11/03)
The effect of ethylene tetramerisation ligand structures on 1-octene selectivity is well studied. However, by-product formation is less understood. In this work, a range of PNP ligand structures are correlated with the full product selectivity and with catalyst activity. As steric bulk on the N-substituent increases, the product selectivity shifts from >10 % to 3% of both C6 cyclics and C16+ by-products. 1-Octene peaks at ca. 70%. Thereafter, only 1-hexene increases. Similar selectivity changes were observed for ortho-Ph-substituted PNP ligands. The C10-14 selectivity was less affected by the ligand structure. The ligand effect on the changes in selectivity is explained mechanistically. Lastly, an increase in ligand steric bulk was found to improve catalyst activity and reduce polymer formation by an order of magnitude. It is proposed that steric bulk promotes formation of cationic catalytic species which are responsible for selective ethylene oligomerisation.
Aminophosphine ligands as a privileged platform for development of antitumoral ruthenium(II) arene complexes
Broomfield,Alonso-Moreno,Martin,Shafir,Posadas,Ce?a,Castro-Osma
, p. 16113 - 16125 (2017/12/06)
The rapid and modular synthesis of the aminophosphine core has been exploited as a tool for rapid development of antitumoral metallodrug candidates. Starting with a series of structurally diverse aminophosphines, all obtained in a single step from commerc
Highly functionalizable penta-coordinate iron hydrogen production catalysts with low overpotentials
Eady, Shawn C.,Breault, Tanya,Thompson, Levi,Lehnert, Nicolai
, p. 1138 - 1151 (2016/01/15)
Penta-coordinate iron carbonyl complexes that are built around the rigid Fe(PNP) motif (PNP = (C6H5)2PN(R)P(C6H5)2) are synthesized and structurally and spectroscopically characterized. The
LIGAND COMPOUND, CATALYST SYSTEM FOR OLEFIN OLIGOMERIZATION, AND METHOD FOR OLEFIN OLIGOMERIZATION USING THE SAME
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Paragraph 0065, (2016/08/17)
This disclosure relates to a ligand compound, a catalyst system for olefin oligomerization, and a method for olefin oligomerization using the same. The catalyst system for olefin oligomerization according to the present invention has excellent catalytic activity, and yet, exhibits high selectivity to 1-hexene or 1-octene, thus enabling more efficient preparation of alpha-olefin.
LIGAND COMPOUND, ORGANOCHROMIUM COMPOUND, CATALYST SYSTEM FOR ETHYLENE OLIGOMERIZATION, METHOD FOR PREPARING SAME AND ETHYLENE OLIGOMERIZATION METHOD USING SAME
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Paragraph 0098; 0099, (2015/08/06)
The present invention relates to a ligand compound, an organic chromium compound, a catalyst system for ethylene oligomerization, a preparation method thereof, and an ethylene oligomerization method using the same. The catalyst system for ethylene oligome
LIGAND COMPOUND, CATALYST SYSTEM FOR OLEFIN OLIGOMERIZATION, AND METHOD FOR OLEFIN OLIGOMERIZATION USING SAME
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Paragraph 0049; 0050, (2015/11/16)
The present invention relates to a compound represented by Chemical Formula 1, a catalyst system for olefin oligomerization comprising the same, and a method of olefin oligomerization using the same.
Catalytic activity of new PdII-complexes of bidentate PIII - N - PIII-ligands in Suzuki - Miyaura reaction
Aladzheva,Bykhovskaya,Vasi?ev,Nelyubina, Yu. V.,Klemenkova
, p. 909 - 913 (2015/12/24)
A reaction of readily available bis(diphenylphosphino)amines with (PhCN)2PdCl2 was used to synthesize PdII-complexes [Pd{Ph2PN(R)PPh2}Cl2] (R = Pr i, cyclo-C6H11
