38443-18-4

Upstream product

• 32770-66-4 1-(1-phenylpropylidene)hydrazine 
• 879407-06-4 4.4'-dibromo-α.α'-diethyl-trans-stilbene 
• 93-55-0 1-phenyl-propan-1-one 
• 94264-77-4 3,4-diphenylhexan-3-ol 
• 16282-16-9 1,2-diphenyl-butan-1-one 
• 56-53-1 diethylstilbestrol 
• 142201-51-2 η2-(C,O) bis(triphenylphosphine)(ethylphenylketene)nickel 
• 879407-07-5 4.4'-dibromo-α.α'-diethyl-cis-stilbene 
• 72379-99-8 bis-(1-phenyl-propylidene)-hydrazine 
• 84277-04-3 (Z)-α,β-diethylstilbene 

Downstream Products

• 5789-31-1 rac-(hexane-3,4-diyl)dibenzene 
• 309978-32-3 C₆H₅CHC₂H₅CHC₆H₅CHCH₃BH₂ 

Relevant academic research and scientific papers

Pharmacological inhibition of outwardly rectifying Cl- currents in rat peritoneal mast cells: A comparison of different stilbene derivatives

Diethylstilbestrol and other stilbene derivatives can provide some inhibition of the outwardly rectifying Cl- current (I (Cl-,OR)) in rat peritoneal mast cells. In order to elucidate structure-activity relationships of diethylstilbestrol, 12 stilbenes as well as 17β-estradiol and hexestrol were tested in rat peritoneal mast cells using the nystatin-perforated patch approach of the whole-cell patch-clamp technique. Since trans-stilbene showed no effect, the substituents of diethylstilbestrol must be of importance. The introduction of only one hydroxy group in trans-stilbene produced potent inhibition of the I(Cl-,OR) (IC 50: 3.3 μM). But in contrast, resveratrol with hydroxy groups at positions 4, 3′, and 5′ as well as methoxy substituted stilbene derivatives and 17β-estradiol were ineffective. On the other hand, hexestrol potently inhibited I(Cl-,OR) indicating that the aromatic ring systems can also be connected by an ethyl bridge. In summary, a hydroxy group at position 4 (or 4′) is a prerequisite for diethylstilbestrol- mediated inhibition of I(Cl-,OR).

Asymmetric Hydrogenation of Unfunctionalized Tetrasubstituted Acyclic Olefins

Asymmetric hydrogenation has evolved as one of the most powerful tools to construct stereocenters. However, the asymmetric hydrogenation of unfunctionalized tetrasubstituted acyclic olefins remains the pinnacle of asymmetric synthesis and an unsolved challenge. We report herein the discovery of an iridium catalyst for the first, generally applicable, highly enantio- and diastereoselective hydrogenation of such olefins and the mechanistic insights of the reaction. The power of this chemistry is demonstrated by the successful hydrogenation of a wide variety of electronically and sterically diverse olefins in excellent yield and high enantio- and diastereoselectivity.

A Fluorinated Ligand Enables Room-Temperature and Regioselective Pd-Catalyzed Fluorination of Aryl Triflates and Bromides

A new biaryl monophosphine ligand (AlPhos, L1) allows for the room-temperature Pd-catalyzed fluorination of a variety of activated (hetero)aryl triflates. Furthermore, aryl triflates and bromides that are prone to give mixtures of regioisomeric aryl fluorides with Pd-catalysis can now be converted to the desired aryl fluorides with high regioselectivity. Analysis of the solid-state structures of several Pd(II) complexes, as well as density functional theory (DFT) calculations, shed light on the origin of the enhanced reactivity observed with L1.

Pinacol reduction-cum-rearrangement. A re-examination of the reduction of aryl alkyl ketones by zinc-aluminum chloride

Reduction of alkyl phenyl ketones by zinc and aluminum chloride in acetonitrile results in pinacol condensation followed by rearrangement. The phenyl group migrates in every instance.

Diphenylhexene composition for use in treating liver carcinoma and psoriasis

The new compound 3,4-diphenyl-3-hexene has valuable pharmaceutical properties and is suitable for the treatment of diseases that are associated with degenerate cell growth in particular for the treatment of liver cancer and psoriasis.

Radical-Stabilization-Energy - the MMEVBH Force Field

Making use of the VB method of Malrieu et al. a force field has been developed, which allows to calculate heats of formation of hydrocarbons (conjugated and non-conjugated olefins, radicals and diradicals) with high accuracy.With this method radical stabilization energies (RSE) for a great number of delocalized radicals are calculated and compared with experimental values, derived from shock-tube measurements of dissociation energies or from rotational barriers of substituted olefins.A detailed analysis of the RSE with respect to structure, substituents, strain, and aromaticity is presented. - Key Words: Resonance energy / Heats of formation / Single pulse shock tube / Intrisic rotational barrier

Synthesis and reactivities of novel η2-(C,O) alkylphenylketene complexes of nickel. Coordination-mode switching reaction of the ketene ligand

A series of bis(tertiary phosphine)(alkylphenylketene)nickel complexes, Nia), C2H5 (b); L = P(C6H5)3 (1), P(C6H5)2(p-CH3C6H4) (2)>, were isolated from the reaction of bis(1,5-cyclooctadiene)nickel with alkylphenylketene in the presence of the corresponding tertiary phosphines.The spectroscopic analyses of 1 and 2 suggest η2-(C,O) to be a ketene structure close to the structure of oxanickelacyclopropane.Based on their chemical reactivities and fluxional behaviors in 1H and 13C NMR, the ketene moieties of 1 and 2 switch their coordination-mode from η2-(C,O) to η2-(C,C) type via an associative process involving binuclear μ-ketene intermediates prior to undergoing further reactions.

Synthesis of isomeric benchrotrenic alkenes by Ti-induced carbonyl coupling reaction

The benchrotrenic ketones BctCOR (1) (Bct: Cr(CO)3C6H5; R = CH3 (a), C2H5 (b), n-C3H7 (c), n-C4H9 (d) undergo reductive alkene coupling reaction when treated with TiCl3/Li.The two isomeric forms of Bct(R)C=C(R)Bct (2) were isolated in the ratio Z/E = ca. 3:1.Decomplexation of 2 by iodine gave quantitatively the corresponding isomeric alkyl stilbenes C6H5(R)C=C(R)C6H5 (3).

Stereochemistry and Side Products in Reductive Coupling of Alkyl Aryl Ketones to 1,2-Dialkyl-1,2-diarylethylenes

The reductive coupling of alkyl aryl ketones 1 - 3 and 7 - 9 by low valent titanium salts yields predominantly the (Z)-isomers of 11 - 13 and 17 - 19.Evidence is given by 1H NMR spectroscopy.This behavior can be explained by ?-complex formation of phenyl rings with Ti0.Severe steric hindrance, however, favors the (E)-isomers ( -> 14 and 15).Donor groups in p-position, particularly, give increasing amounts of pinacols, 23 - 27, which undergo rearrangement to the ketones 28 and 29.