35693-16-4

Upstream product

• 35693-15-3 p-methoxyphenylmethanol-1,1-d2 
• 100-09-4 4-methoxybenzoic acid 
• 121-98-2 methyl 4-methoxybenzoate 

Downstream Products

• 63570-45-6 2-Acetamido-2-p-methoxy<α,α-d2>benzylmalonsaeurediethylester 
• 106053-25-2 (4-Methoxyphenyl-dideuteromethyl)triphenylphosphoniumbromid 
• 156028-04-5 α,α-dideuterio-p-methoxybenzyl benzohydroxamate 
• 156027-96-2 O-(α,α-dideuterio-p-methoxybenzyl) N-acetoxybenzohydroxamate 
• 73509-23-6 3-(p-methoxyphenyl)-1-propene-3,3-d2 
• 1393110-07-0 methyl 3-(4-methoxyphenyl)-2-methylpropanoate-3-d2 
• 106053-64-9 α'-Deutero-4,4',5-trimethoxy-2-(2-phenylethyl)stilben 
• 106053-29-6 trans-α'-Deutero-3,4,4'-trimethoxystilben 
• 106053-30-9 cis-α'-Deutero-3,4,4'-trimethoxystilben 

Relevant academic research and scientific papers

Deuterium isotope effect on bulk heterojunction solar cells. Enhancement of organic photovoltaic performances using monobenzyl substituted deuteriofullerene acceptors

A series of novel monobenzyl-substituted deuteriofullerenes (BnDCs) were synthesized efficiently through Co-catalyzed selective monofunctionalization of C60. Bulk heterojunction solar cells, based on poly(3-hexylthiophene) as the donor and BnDC

Diastereotopos-differentiation in the Rh-catalyzed amination of benzylic methylene groups in the α-position to a stereogenic center

The diastereoselectivity of the Rh-catalyzed C-H amination was examined with 18 chiral open-chain substrates, which bear a benzylic methylene group in the α-position to a stereogenic center (-CHMeX), and with four chiral cyclic tetralins, in which the stereogenic center was positioned at carbon atom C2. The C-H amination was performed using trichloroethoxysulfonyl-substituted amine (H2NTces) as the nitrogen source, a diacyloxyiodobenzene as the oxidant, and bis[rhodium(α,α,α',α'-tetramethyl-1,3- benzenedipropionate)] [Rh2(esp)2] as the catalyst. For acyclic substrates a high syn diastereoselectivity (dr > 95/5) was found if the substituent X was Br, PO(OEt)2, SO2Ph, or OOCCF 3 (eight examples). Moderate to good syn selectivities (dr = 80/20 to 91/9) were found for X = NO2, OAc, COOMe, and CN (eight examples). Only two substrates gave a low diastereoselectivity. Kinetic isotope effect (KIE) experiments revealed that there is no secondary KIE when replacing -CHMeCOOMe by -CDMeCOOMe, but there is a significant primary KIE at the benzylic methylene position (4.8 ± 0.7). Deuteration experiments provided evidence that the reaction proceeds stereospecifically with retention of configuration. A preferred conformation is proposed, which explains the outcome of the reaction. In this conformation the X substituent is antiperiplanar to the C-H bond, which is diastereoselectively attacked, and steric strain between the remaining substituents at the stereogenic and the prostereogenic center is minimized. DFT calculations support this model. They suggest, however, that the reaction is not concerted but occurs via hydrogen atom abstraction and subsequent radical rebound. Further support for an antiperiplanar attack relative to a given substituent X = Br, COOMe, or CN was obtained with the respective 2-substituted tetralins. Attack at C1 provides almost exclusively the trans-amination product. If the size of the X substituent increases [Br 2], attack at the carbon atom C4 prevails, delivering the respective trans-amination products at this position.

Scope and mechanism of allylic C-H amination of terminal alkenes by the palladium/PhI(OPiv)2 catalyst system: Insights into the effect of naphthoquinone

Palladium-catalyzed oxidative amination of unactivated alkyl olefins has been developed to produce linear (E)-allylimides with high regioselectivity. This highly efficient transformation of alkenes has been achieved by enhancing the reoxidation of palladi

Mechanistic analysis of oxidative C-H cleavages using inter- and intramolecular kinetic isotope effects

A series of monodeuterated benzylic and allylic ethers were subjected to oxidative carbon-hydrogen bond cleavage to determine the impact of structural variation on intramolecular kinetic isotope effects in DDQ-mediated cyclization reactions. These values

Reactive Intermediates from the Solvolysis of Mutagenic O-Alkyl N-Acetoxybenzohydroxamates

Mutagenic O-(para-substituted benzyl) N-acetoxybenzohydroxamates undergo acid-catalysed solvolysis in aqueous acetonitrile but three is a change in mechanism from AA11 to E1 on going from para electron-withdrawing substituents to para +M electron-donating groups.The former permit the formation of a discrete nitrenium ion intermediate whereas the latter promote a concerted elimination of a resonance stabilized benzyl carbocation.

Syntheses og Stilbenes with a C2-Sidechain in o-Position and of their Deuteriated Analogues

Syntheses of o-(β-aminoethyl)-stilbene-urethanes (types 1, 2 and 3) and o-(β-phenethyl)-stilbenes 4 are described.The urethanes are obtained by degradation of 1-benzyl-1,2,3,4-tetrahydroisoquinolines with ethylchloroformate; 4 is synthesized by reduction of desoxybenzoines, followed by o-formylation and Wittig-reaction.The deuteriated isotopomers were obtained via the corresponding deuteriated precursors. - Keywords: Stilbenes, o-substituted; Deuteriated compounds

α-Deuterium Isotope Effects in Benzyl Halides. 2. Reaction of Nucleophiles with Substituted Benzyl Bromides. Evidence for a Change in Transition-State Structure with Electron-Donating Substituents

Rates and α-D isotope effects have been determined for the following substrates and nucleophiles: p-methoxybenzyl bromide (Et3N, SCN-, N3-, OH-, S2O32-) benzyl bromide (Et3N, SCN-, N3-, OH-, S2O32-), and p-nitrobenzyl bromide (Et3N, SCN-, N3-, S2O32-).In nearly all cases the second-order rate constant for each nucleophile goes though a minimum for the unsubstituted compound while the α-D isotope increases monotonically in the sequence p-NO2>p-H>p-OCH3.These results are consistent with an increasing "looseness" of the SN2 transition state as the substituent on the aromatic ring becomes more electron donating.