173196-50-4

Upstream product

• 1663-39-4 tert-Butyl acrylate 
• 589-87-7 1,4-bromoiodobenzene 
• 106-37-6 1.4-dibromobenzene 
• 5122-99-6 4-iodophenylboronic acid 
• 98-80-6 phenylboronic acid 
• 21267-14-1 tetraethyl 1,4-phenylbis(phosphonate) 
• 880-68-2 1,4-phenylenebis(phosphonic acid) 
• 624-38-4 para-diiodobenzene 

Downstream Products

• 403705-00-0 (3R,αS,3'R,α'S)-di-tert-butyl benzene-1,4-bis[3-(N-benzyl-N-α-methylbenzylamino)propanoate] 

Relevant academic research and scientific papers

Improving reactivity and selectivity of aqueous-based Heck reactions by the local hydrophobicity of phosphine ligands

Modification of a triarylphosphine with a cholate moiety affords a new ligand, 1, which is effective in palladium-catalyzed Heck cross-couplings between acrylates and aryl iodides under mild, aqueous reaction conditions. High yields, up to 99%, were achieved in water at 40 °C. In competition studies, a more hydrophobic substrate (n-Bu acrylate) was preferred over the least hydrophobic substrate (methyl acrylate), supportive of a localized hydrophobic microenvironment near the catalytic center. The enhanced reactivity and selectivity for hydrophobic substrates disappeared when the local hydrophobicity was eliminated using a standard water-soluble phosphine or in organic solvents.

C?I Selective Sonogashira and Heck Coupling Reactions Catalyzed by Aromatic Triangular Tri-palladium

Aromatic triangular tri-palladium cations 1–3, abbreviated as [Pd3]+, have shown interesting photoelectric properties, Lewis basic character, and excellent activities in catalytic hydrogenation. Herein, we report the highly efficient

N-heterocycle carbene (NHC)-ligated cyclopalladated N,N- dimethylbenzylamine: A highly active, practical and versatile catalyst for the Heck-Mizoroki reaction

The wide dissemination of catalytic protocols in academic and industrial laboratories is facilitated by the development of catalysts that are not only highly active but also user-friendly, stable to moisture, air and long term storage and easy to prepare on a large scale. Herein we describe a protocol for the Heck-Mizoroki reaction mediated by cyclopalladN-dimethylbenzylamine (dmba) ligated ne, 1,3-bdot;HCl in refluxing acetonitrile in air in the presence of K2CO in iates the H bromides in reagent grade NMP at the 0.1-2 mol% range without the need for rigorous anhydrous techniques or a glovebox, and is active even in air. The catalyst is capable of achieving very high levels of catalytic activity (TON of up to 5.22 × 105) for the coupling of a deactivated arylbromide, p-bromoanisole, with tBu acrylate as a benchmark substrate pair. A wide range of aryl bromides, iodides and, for the first time with a NHC-Pd catalyst, a triflate was coupled with diverse acrylate derivatives (nitrile, tert-butyl ester and amides) and styrene derivatives. The use of excess (>2 equiv.) of the aryl bromide and tert-butyl acrylate leads to mixture of tert-butyl β,β-diarylacrylate and tert-butyl cinnamate derivatives depending on the substitution pattern of the aryl bromide. Electron rich m- and p-substituted arylbromides give the diarylated products exclusively, whereas electron-poor aryl bromides give predominantly mono-arylated products. For o-substituted aryl bromides, no doubly arylated products could be obtained under any conditions. Overall, the active catalyst (IMes-Pd) shows higher activity with electron-rich aryl halides, a marked difference compared with the more commonly used phosphane-Pd or non-ligated Pd catalysts.

Chemoselective three-component coupling via a tandem Pd-catalyzed boron-Heck and Suzuki reactions

A new approach is herein reported to prepare biaryl derivatives via a tandem Pd-catalyzed boron-Heck and Suzuki reactions. This one-pot tandem process avoided purification or addition of extra catalyst between steps. The resulting biaryl compounds can be

Oxidative heck-type reaction involving cleavage of a carbon-phosphorus bond of arylphosphonic acids

Cleavage of a carbon-phosphorus bond is achieved under palladium catalysis in an oxidative Heck-type reaction which exploits arylphosphonic acids. The reaction of arylphosphonic acids with alkenes provides arylation products in good yields in the presence of TBAF with trimethylamine oxide as an oxidant. Copyright

Optically active compound and photosensitive resin composition

A photoactive compound is used in combination with a photosensitizer, represented by the following formula (1): A?[(J)m?(X-Pro)]n ??(1) wherein A represents a hydrophobic unit comprising at least one kind of hydrophobic groups selected from a hydrocarbon group and a heterocyclic group, J represents a connecting group, X-Pro represents a hydrophilic group protected by a protective group Pro which is removable by light exposure, m represents 0 or 1, and n represents an integer of not less than 1. The protective group Pro may be removable by light exposure in association with the photosensitizer (especially, a photo acid generator), or may be a hydrophobic protective group. The hydrophilic group may be a hydroxyl group or a carboxyl group. The photoactive compound has high sensitivity to a light source of short wavelength beams, for resist application, therefore, the photoactive compound is advantageously used for forming a pattern with high resolution.

Asymmetric synthesis of β-amino acid scaffolds

Addition of two or three equivalents of lithium (S)-N-benzyl-N-α-methylbenzylamide to conjugate acceptors containing two or three α,β-unsaturated ester fragments respectively and subsequent hydrogenolytic deprotection afford homochiral bis- or tris-β-amin