108756-88-3Relevant academic research and scientific papers
A Diastereodivergent and Enantioselective Approach to syn- And anti-Diamines: Development of 2-Azatrienes for Cu-Catalyzed Reductive Couplings with Imines That Furnish Allylic Amines
Zhou, Pengfei,Shao, Xinxin,Malcolmson, Steven J.
, p. 13999 - 14008 (2021)
We introduce a new reagent class, 2-azatrienes, as a platform for catalytic enantioselective synthesis of allylic amines. Herein, we demonstrate their promise by a diastereodivergent synthesis of syn- and anti-1,2-diamines through their Cu-bis(phosphine)-catalyzed reductive couplings with imines. With Ph-BPE as the supporting ligand, anti-diamines are obtained (up to 91% yield, >20:1 dr, and >99:1 er), and with the rarely utilized t-Bu-BDPP, syn-diamines are generated (up to 76% yield, 1:>20 dr, and 97:3 er).
(Dicyclohexylphosphino)borane, BH3PH(C6H11)2, a precursor to water-soluble phosphine ligands
Day, Michael W.,Mohr, Bernhard,Grubbs, Robert H.
, p. 3106 - 3108 (1996)
(Dicyclohexylphosphino)borane is a precursor in the synthesis of water-soluble phosphines. The boranato group can be removed quantitatively under mild conditions.
Sequential Pd0- and PdII-Catalyzed Cyclizations: Enantioselective Heck and Nucleopalladation Reactions
Arora, Ramon,Bajohr, Jonathan,Lautens, Mark,Torelli, Alexa,Whyte, Andrew
supporting information, p. 20231 - 20236 (2021/08/13)
An enantioselective consecutive cyclization/coupling process, catalyzed by palladium is reported. Stereoinduction arises from an enantioselective carbopalladation, generating an intermediate which promotes a nucleopalladation step. The dual cyclization se
The first IV group metal catalysts produced from these ligands and [...][...]
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Paragraph 0182-0183, (2019/12/27)
Embodiments are directed to bis- and poly-phosphaguanidine compounds, and the metal-ligand complexes formed therefrom, wherein the metal complexes can be used as procatalysts in polyolefin polymerization. Formulas (I) (II) and (III).
N,N-BIS(2-DIALKYLPHOSPHINOETHYL)AMINE-BORANE COMPLEX AND PRODUCTION METHOD THEREFOR, AND METHOD FOR PRODUCING RUTHENIUM COMPLEX CONTAINING N,N-BIS(2-DIALKYLPHOSPHINOETHYL)AMINE AS LIGAND
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Paragraph 0106; 0115-0120, (2019/02/19)
The purpose of the present invention is to provide an N,N-bis(2-dialkylphosphinoethyl)amine-borane complex which is a ruthenium complex that exhibits excellent catalytic activity in a hydrogenation reaction, etc., and a production method therefor, and a method for efficiently producing a ruthenium complex containing N,N-bis(2-dialkylphosphinoethyl)amine as a ligand. The present invention is capable of efficiently producing an amine-borane complex (3) by reacting an oxazolidinone compound (1) with a dialkylphosphine-borane compound (2) in the presence of a base. The present invention is also capable of efficiently producing a ruthenium complex (5) by reacting the amine-borane complex (3) with a ruthenium compound (4) in the presence of an amine. (In the formula, a solid line, a dashed line, B, C, H, L1-L3, LG, n, N, O, P, Ru, X, and R1-R10 are as defined in the description.)
TETRADENTATE LIGAND, AND PRODUCTION METHOD THEREFOR, SYNTHETIC INTERMEDIATE THEREOF, AND TRANSITION METAL COMPLEX THEREOF
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Paragraph 0154-0156, (2019/05/15)
The present invention relates to: a compound as a ligand in a variety of catalytic organic synthetic reactions; a method for producing the compound; a synthetic intermediate of the compound; and a transition metal complex which has the compound as a ligand. The compound includes a compound represented by the following general formula (1A):
Phosphine- and amine-borane dehydrocoupling using a three-coordinate iron(II) β-diketiminate precatalyst
Coles, Nathan T.,Mahon, Mary F.,Webster, Ruth L.
supporting information, p. 2262 - 2268 (2017/06/19)
Dehydrocoupling of phosphine- and amine-boranes is reported using an iron(II) β-diketiminate complex. Dehydrocoupling of amine-boranes is far more facile than the phosphine counterpart, the former proceeding at room temperature with 1 mol% iron precatalys
N-(PHOSPHINOALKYL)-N-(THIOALKYL)AMINE DERIVATIVE, METHOD FOR PRODUCING SAME, AND METAL COMPLEX THEREOF
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Paragraph 0259; 0260; 0261; 0262; 0263, (2017/09/02)
The purpose of the present invention is to provide: a ligand that is useful in a catalytic organic synthetic reaction; a method for producing said ligand; and a metal complex that is useful as a catalyst in an organic synthetic reaction. The present invention provides a compound represented by general formula (1A), a method for producing said compound, and a metal complex including said compound as a ligand. (In the formula, H, N, P, S, L, R1, R2, R3, Q1, and Q2 have the meaning as defined in the Description.)
Stereoselective synthesis of o-bromo (or iodo)aryl P-chirogenic phosphines based on aryne chemistry
Bayardon, Jerome,Laureano, Hugo,Diemer, Vincent,Dutartre, Mathieu,Das, Utpal,Rousselin, Yoann,Henry, Jean-Christophe,Colobert, Francoise,Leroux, Frederic R.,Juge, Sylvain
body text, p. 5759 - 5769 (2012/08/08)
The efficient synthesis of chiral or achiral tertiary phosphines bearing an o-bromo (or iodo)aryl substituent is described. The key step of this synthesis is based on the reaction of a secondary phosphine borane with the 1,2-dibromo (or diiodo)arene, owing to the formation in situ of an aryne species in the presence of n-butyllithium. When P-chirogenic secondary phosphine boranes were used, the corresponding o-halogeno-arylphosphine boranes were obtained without racemization in moderate to good yields and with ee up to 99%. The stereochemistry of the reaction, with complete retention of the configuration at the P atom, has been established by X-ray structures of P-chirogenic o-halogenophenyl phosphine borane complexes. The decomplexation of the borane was easily achieved without racemization using DABCO to obtain the free o-halogeno-arylphosphines in high yields.
Diphosphanes derived from phobane and phosphatrioxa-adamantane: Similarities, differences and anomalies
Dodds, Deborah L.,Floure, Joelle,Garland, Michael,Haddow, Mairi F.,Leonard, Thomas R.,McMullin, Claire L.,Orpen, A. Guy,Pringle, Paul G.
experimental part, p. 7137 - 7146 (2011/09/13)
The homodiphosphanes CgP-PCg (1) and PhobP-PPhob (2) and the heterodiphosphanes CgP-PPhob (3), CgP-PPh2 (4a), CgP-P(o-Tol) 2 (4b), CgP-PCy2 (4c), CgP-PtBu2 (4d), PhobP-PPh2 (5a), PhobP-P(o-Tol)2 (5b), PhobP-PCy2 (5c), PhobP-PtBu2 (5d) where CgP = 6-phospha-2,4,8-trioxa-1,3,5,7-tetramethyladamant-9-yl and PhobP = 9-phosphabicyclo[3.3.1]nonan-9-yl have been prepared from CgP(BH3)Li or PhobP(BH3)Li and the appropriate halophosphine. The formation of 1 is remarkably diastereoselective, with the major isomer (97% of the product) assigned to rac-1. Restricted rotation about the P-P bond of the bulky meso-1 is detected by variable temperature 31P NMR spectroscopy. Diphosphane 3 reacts with BH3 to give a mixture of CgP(BH3)-PPhob and CgP-PPhob(BH3) which was unexpected in view of the predicted much greater electron-richness of the PhobP site. Each of the diphosphanes was treated with dimethylacetylene dicarboxylate (DMAD) in order to determine their propensity for diphosphination. The homodiphosphanes 1 and 2 did not react with DMAD. The CgP-containing heterodiphosphanes 4a-d all added to DMAD to generate the corresponding cis alkenes CgPCH(CO2Me)CH(CO2Me)PR 2 (6a-d) which have been used in situ to form chelate complexes of the type [MCl2(diphos)] (7a-d) where M = Pd or Pt. The PhobP-containing heterodiphosphanes 3 and 5a-d react anomalously with DMAD and do not give the products of diphosphination. The X-ray crystal structures of the diphosphanes 2, 3, 4a, and 5a, the monoxide and dioxide of diphosphane 1, and the platinum chelate complex 7c have been determined and their structures are discussed.
