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The invention provides novel compounds having the general formula (1) and pharmaceutically acceptable salts thereof, wherein the variables RA, subscript n, ring A, X2, L, subscript m, X1, B, R1, R2, R3, R4 , R5 and RN have the meaning as described herein, and compositions containing such compounds and methods for using such compounds and compositions.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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Electroluminescent devices based on organic materials are of considerable interest owing to their attractive characteristics and potential applications to flat panel displays. After a brief overview of the device construction and operating principles, a review is presented on recent progress in organic electroluminescent materials and devices. Small molecular materials are described with emphasis on their material issues pertaining to charge transport, color, and luminance efficiencies. The chemical nature of electrode/organic interfaces and its impact on device performance are then discussed. Particular attention is paid to recent advances in interface engineering that is of paramount importance to modify the chemical and electronic structure of the interface. The topics in this report also include recent development on the enhancement of electron transport capability in organic materials by doping and the increase in luminance efficiency by utilizing electrophosphorescent materials. Of particular interest for the subject of this review are device reliability and its relationship with material characteristics and interface structures. Important issues relating to display fabrication and the status of display development are briefly addressed as well.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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A palladium-catalyzed asymmetric dihydroxylation of 1,3-dienes with catechols is developed using chiral pyridinebis(oxazoline) ligands. Various chiral 2-substituted 1,4-benzodioxanes could be synthesized with moderate to high yields and enantioselectivities from readily available starting materials. The reaction is proposed to proceed through a cascade Wacker-type hydroxypalladation/asymmetric allylation process.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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The synthesis of diversely substituted five-membered ring succinimide derivatives is reported featuring a direct, base-free, palladium-catalyzed asymmetric allylic alkylation. The method allows a straightforward access to the desired heterocyclic scaffold bearing an all-carbon alpha-quaternary stereogenic center in high yields and good to excellent enantioselectivities. To further demonstrate the synthetic utility of the method, the allylated products were further converted to various versatile chiral building blocks, including a chiral pyrrolidine and a spirocyclic derivative, using selective transformations.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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A series of low bandgap copolymers based on cyclopenta[2,1-b:3,4-b?] dithiophene and thienopyrroledione have been synthesized and characterized. High average molecular weight copolymers could be synthesized by microwave assisted polymerization methods with significantly reduced polymerization times. The copolymers exhibited broad absorption in the visible region of the electromagnetic spectrum (?400-700 nm), which is a prerequisite for photovoltaic applications. Copolymers P2 and P3 containing thiophene spacers showed a broader absorption with a slightly blue shifted absorption maxima compared to that of P1 due to the loss in the coplanarity of the polymer backbone. All copolymers possess fairly low bandgaps (?1.7 eV) and deep highest unoccupied molecular orbital (HOMO) levels. Bulk heterojunction (BHJ) photovoltaic devices fabricated from the copolymers and PC71BM gave power conversion efficiencies as high as 3.10% for the P1 devices under illumination of AM1.5G 100 mW/cm2.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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The potentiality of the N-(acridin-9-yl)arenesulfonamide moiety as a hybrid pharmacophore due to the distinct pharmacological activities of acridines and aryl/heteroaryl sulfonamides prompts to synthesise N-(acridin-9-yl)arenesulfonamides and study their structural properties. Various N-(acridin-9-yl)arene/heteroarenesulfonamides were obtained through the development of a new methodology adopting the Pd2(dba)3-catalyzed C?N bond formation strategy for the reaction of 9-chloloroacridine with arene/heteroarenesulfonamides. The 1H and 13C NMR spectra suggest these N-(acridin-9-yl)arene/heteroarenesulfonamides to exist solely as the sulfonimide tautomer rather than anticipated sulfonamide form and was confirmed by the single crystal XRD analysis of one of the newly synthesized compounds. The quantum chemical studies rationalized this tautomeric preference revealing that the sulfonimide tautomers are more stable than the sulfonamide tautomers by ?0.67 to ?5.12 kcal/mol in the gas phase. In the solid state, the sulfonimide tautomer is stabilized by intermolecular hydrogen bond between N?H?O?S and pi? pi stacking between the acridine rings.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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Provided are novel cyclic phosphinate derivatives and a method of preparing the same, and more particularly, cyclic phosphinate derivatives including benzoxaphosphole oxide derivatives and benzoxaphosphorin oxide derivatives, and a method of preparing the same. The cyclic phosphinate derivative according to the present invention may have pharmacological and physiological activities, be used as the basic skeleton of the natural material, and be used in development of a new drug, and synthesis of various medicines. In addition, with the method of preparing a cyclic phosphinate derivative according to the present invention, various cyclic phosphinate derivatives may be prepared with high yield through a simple synthetic process by performing an intramolecular carbon-oxygen coupling reaction on the phosphinic acid derivative in the presence of a palladium (Pd) catalyst, an oxidant, and a base.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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The methods described in this chapter concern procedures for the design, synthesis, and in vitro biological evaluation of an array of potent retinoid-X-receptor (RXR) agonists employing 6-(ethyl(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)amino)nicotinic acid (NEt-TMN), and recently reported NEt-TMN analogs, as a case study. These methods have been extensively applied beyond the present case study to generate several analogs of other potent RXR agonists (rexinoids), particularly the RXR agonist known as bexarotene (Bex), a Food and Drug Administration (FDA) approved drug for cutaneous T-cell lymphoma that is also often prescribed, off-label, for breast, lung, and other human cancers. Common side effects with Bex treatment include hypertriglyceridemia and hypothyroidism, because of off-target activation or inhibition of other nuclear receptor pathways impacted by RXR. Because rexinoids are often selective for RXR, versus the retinoic-acid-receptor (RAR), cutaneous toxicity is often avoided as a side effect for rexinoid treatment. Several other potent RXR agonists, and their analogs, have been reported in the literature and rigorously evaluated (often in comparison to Bex) as potential cancer therapeutics with unique activity and side-effect profiles. Some of the more prominent examples include LGD100268, CD3254, and 9-cis-UAB30, to name only a few. Hence, the methods described herein are more widely applicable to a diverse array of RXR agonists. In terms of design, the structure-activity relationship (SAR) study is usually performed by modifying three distinct areas of the rexinoid base structure, either of the nonpolar or polar sides of the rexinoid and/or the linkage that joins them. For the synthesis of the modified base-structure analogs, often identical synthetic strategies used to access the base-structure are applied; however, reasonable alternative synthetic routes may need to be explored if the modified analog intermediates encounter bottlenecks where yields are negligible for a given step in the base-structure route. In fact, this particular problem was encountered and successfully resolved in our case study for generating an array of NEt-TMN analogs.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Can You Really Do Chemisty Experiments About Pd2(DBA)3

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The first general method for the enantioselective construction of all-carbon quaternary centers on cyclopentanones by enantioselective palladium-catalyzed decarboxylative allylic alkylation is described. Employing the electronically modified (S)-(p-CF3)3-t-BuPHOX ligand, alpha-quaternary cyclopentanones were isolated in yields up to >99% with ee’s up to 94%. Additionally, in order to facilitate large-scale application of this method, a low catalyst loading protocol was employed, using as little as 0.15 mol % Pd, furnishing the product without any loss in ee.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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In this paper, we present a process concept for the atom economic hydroesterification of renewable methyl 10-undecenoate in thermomorphic multicomponent solvent (TMS) systems. Resulting dimethyl dodecanedioate is a polymer building block used e.g. in Nylon 6,12. As a suitable recycling technique a thermomorphic multicomponent solvent system consisting of methanol and dodecane is employed to recycle the palladium/1,2-bis(di-tert-butylphosphino)methyl)benzene/methanesulfonic acid catalyst. Product yields up to 79% and a high regioselectivtiy of 94% to the linear product are obtained. Low leaching of the catalyst into the product phase with 1% in respect of palladium and phosphorous is observed. Robustness and stability of the catalyst is shown in eight recycling runs without any loss of selectivity in the reaction.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method