22161-92-8

Upstream product

• 63829-20-9 1-(4-methoxyphenyl)dodecan-1-one 
• 112-16-3 n-dodecanoyl chloride 
• 100-66-3 methoxybenzene 
• 696-62-8 para-iodoanisole 
• 15890-72-9 laurylmagnesium bromide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 143-15-7 1-dodecylbromide 
• 2469-45-6 didodecyl sulfide 
• 3698-89-3 dodecyl methyl sulfide 
• 6938-66-5 1-Bromodocosane 
• 10157-76-3 dodecyl 4-methylbenzenesulphonate 
• 66107-29-7 4-methoxyphenyl triflate 
• 112-29-8 1-bromo dodecane 
• 5720-07-0 4-methoxyphenylboronic acid 

Downstream Products

• 1497456-53-7 5-dodecyl-2-methoxy-benzaldehyde 
• 77635-21-3 5-dodecyl-2-hydroxy-benzaldehyde 
• 52066-75-8 2,4-didodecylphenol 
• 52066-91-8 2.4-Didodecyl-1-methoxybenzol 
• 16260-10-9 4-dodecyl-2-nitrophenol 
• 62529-18-4 4-dodecyl-2-aminophenol 
• 52066-90-7 5-Dodecyl-2-methoxydodecanophenon 
• 104-43-8 4-dodecylphenol 

Relevant academic research and scientific papers

Nickel-Catalyzed Negishi-Type Arylation of Trialkylsulfonium Salts

Negishi-type arylation of trialkylsulfonium salts with arylzinc reagents has been accomplished under nickel catalysis. The use of cyclohexanethiol as an additional ligand was found to be particularly important to promote C-S cleavage. The present reaction accommodates one-pot arylation of dialkyl sulfides by combining with S -methylation with MeOTf. Mechanistic experiments suggest that C-S cleavage would proceed via single-electron transfer (SET) to generate the most stable carbon-centered radical and that the thiolate ligand would promote the C-S cleavage and radical recombination step.

Controlling the formation of heliconical smectic phases by molecular design of achiral bent-core molecules

Fluids with spontaneous helical structures formed by achiral low molecular mass molecules is a newly emerging field with great application potential. Here, we explore the chemical mechanisms of the helix formation by systematically modifying the structure of a bent 4-cyanoresorcinol unit functionalized with two different phenyl benzoate based aromatic rods and terminated with two alkyl chains of variable length. The majority of these achiral compounds self-assemble, forming a short-pitch heliconical liquid crystalline phase in broad temperature ranges. In some cases, it occurs without any competing low-temperature phase. We demonstrate that the mirror symmetry broken mesophase occurs at the paraelectric-(anti)ferroelectric transition if the tilt angle of the molecules in the smectic layers is around 18-20° and if this transition coincides with a change of the tilt correlation between the layers. In the close vicinity of this transition, a field-induced heliconical phase develops as well as a new heliconical phase with polarization-randomized structure. These investigations provide a blueprint for the future design of achiral molecules capable of spontaneous mirror symmetry breaking by the formation of heliconical liquid crystalline phases.

Highly nucleophilic Vitamin B12-assisted nickel-catalysed reductive coupling of aryl halides and non-activated alkyl tosylates

Reductive cross-coupling of aryl halides with ubiquitous alkyl tosylates was developed using a combination of nickel and vitamin B12 (VB12: cyanocobalamin) catalysts. The tosylate was activated by reduced VB12 to form alkyl cobalt(iii), which served as a good alkylating agent for aryl-nickel species, leading to C(sp3)-C(sp2) bond formation.

Terminal-Selective Functionalization of Alkyl Chains by Regioconvergent Cross-Coupling

Hydrocarbons are still the most important precursors of functionalized organic molecules, which has stirred interest in the discovery of new C?H bond functionalization methods. We describe herein a new step-economical approach that enables C?C bonds to be constructed at the terminal position of linear alkanes. First, we show that secondary alkyl bromides can undergo in situ conversion into alkyl zinc bromides and regioconvergent Negishi coupling with aryl or alkenyl triflates. The use of a suitable phosphine ligand favoring Pd migration enabled the selective formation of the linear cross-coupling product. Subsequently, mixtures of secondary alkyl bromides were prepared from linear alkanes by standard bromination, and regioconvergent cross-coupling then provided access to the corresponding linear arylation product in only two steps.

Porous molecular networks formed by the self-assembly of positively-charged trigonal building blocks at the liquid/solid interfaces

Tris-(2-hydroxybenzylidene)triaminoguanidinium salts having six alkyl chains with proper spacing served as new molecular building blocks for the formation of porous honeycomb networks by van der Waals interaction between interdigitated alkyl chains at the

PROCESS FOR PREPARING ORGANIC COMPOUNDS BY A TRANSITION METAL-CATALYSED CROSS-COUPLING REACTION OF AN ARYL-X, HETEROARYL-X, CYCLOALKENYL-X OR ALKENYL-X COMPOUND WITH AN ALKYL, ALKENYL, CYCLOALKYL OR CYCLOALKENYL HALIDE

A process for preparing organic compounds of the general formula (I) [in-line-formulae]R—R′??(I),[/in-line-formulae] where R is a substituted or unsubstituted aromatic, heteroaromatic, cycloalkenylic or alkenylic radical andR′ is a substituted or unsubstituted alkylic, alkenylic, cycloalkylic or cycloalkenylic radical, by reacting a corresponding compound of the general formula (II) [in-line-formulae]R—X??(II),[/in-line-formulae] where X is chlorine, bromine, iodine, diazonium, mesylate (methanesulphonate), tosylate (p-toluenesulphonate) or triflate (trifluorosutphonate) andR is as defined for formula (I), with a corresponding compound of the general formula (III) [in-line-formulae]R′—Y??(III),[/in-line-formulae] where Y is chlorine, bromine or iodine andR′ is as defined for formula (I), wherein the reaction is carried out in the presence of a) stoichiometric amounts of elemental magnesium, based on the compound of the general formula (II), andb) catalytic amounts of a transition metal compound, based on the compound of the general formula (II), and, if appropriate, c) in the presence of a nitrogen-, oxygen- and/or phosphorus-containing additive in a catalytic or stoichiometric amount, based on the compound of the general formula (II), is described. It is particularly advantageous that the process of the invention is carried out as a one-pot reaction and the organomagnesium compound (Grignard compound) formed in situ as intermediate is not isolated.

Iron-catalyzed alkylations of aromatic Grignard reagents

(Chemical Equation Presented) Any old iron: Two efficient iron-catalyzed cross-coupling reactions between aryl Grignard reagents and alkyl bromides were developed that are suitable for large-scale applications. The first procedure uses iron acetylacetonate and involves a cooperative effect between the two ligands N,N,N′,N′-tetramethylethylenediamine (TMEDA) and hexamethylenetetraamine (HMTA), while the second procedure uses [(FeCl 3)2(tmeda)3] as catalyst. 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

Phosphaadamantanes as ligands for palladium catalyzed cross-coupling chemistry: Library synthesis, characterization, and screening in the Suzuki coupling of alkyl halides and tosylates containing β-hydrogens with boronic acids and alkylboranes

A 15-member library of phosphaadamantane ligands has been prepared via P-arylation of 1,3,5,7-tetramethyl-2,4,8-trioxa-6-phosphaadamantane. Screening of this tertiary phosphine collection has allowed for the rapid determination of the most suitable ligand, specifically 1,3,5,7-tetramethyl-6-(2,4- dimethoxyphenyl)-2,4,8-trioxa-6-phosphaadamantane, for facilitating Suzuki-type couplings of alkyl halides or tosylates containing β-hydrogens with either boronic acids or alkylboranes.

Novel fluorescent quater- and quinquifurans: Syntheses and photophysical properties

In the quest for fast fluors for use in waveshifting polystyrene fibers, symmetrical oligofurans were investigated. Furan moieties were coupled by means of the Ullmann Reaction or by palladium-catalyzed unsymmetrical coupling; the latter gave higher yields. While the benzoxazole-terminated quater- and quinquifurans we prepared were both stable and fast, exhibiting a green fluorescence and decay times of about 2.4 nsec, they were inferior to other types of fluors in solubility and emission intensity when incorporated into polystyrene.