86336-28-9

Upstream product

• 542-92-7 cyclopenta-1,3-diene 
• 4180-23-8 E-1-(4'-methoxyphenyl)prop-1-ene 
• 86336-28-9 (1R,4S,5R,6R)-5-(4-Methoxy-phenyl)-6-methyl-bicyclo[2.2.1]hept-2-ene 
• 1165952-91-9 cyclohexa-1,3-diene 

Relevant academic research and scientific papers

Radical cation Diels-Alder cycloadditions by visible light photocatalysis

Ruthenium(II) polypyridyl complexes promote the efficient radical cation Diels-Alder cycloaddition of electron-rich dienophiles upon irradiation with visible light. These reactions enable facile [4 + 2] cycloadditions that would be electronically mismatch

Host-Guest-Induced Electron Transfer Triggers Radical-Cation Catalysis

Modifying the reactivity of substrates by encapsulation is a fundamental principle of capsule catalysis. Here we show an alternative strategy, wherein catalytic activation of otherwise inactive quinone "co-factors" by a simple Pd2L4 capsule promotes a range of bulk-phase, radical-cation cycloadditions. Solution electron-transfer experiments and cyclic voltammetry show that the cage anodically shifts the redox potential of the encapsulated quinone by a significant 1 V. Moreover, the capsule also protects the reduced semiquinone from protonation, thus transforming the role of quinones from stoichiometric oxidants into catalytic single-electron acceptors. We envisage that the host-guest-induced release of an "electron hole" will translate to various forms of non-encapsulated catalysis that involve other difficult-to-handle, highly reactive species.

Benign catalysis with iron: Facile assembly of cyclobutanes and cyclohexenes: Via intermolecular radical cation cycloadditions

We describe novel and facile iron-catalyzed crossed intermolecular radical cation cycloadditions of styrenes. This catalysis features high efficiency, atom economy, stereospecificity, scalability and very mild reaction conditions. Thus, these reactions re

Photoassisted oxidation of ruthenium(ii)-photocatalysts Ru(bpy)32+ and Ru(bpz)32+ to RuO4: Orthogonal tandem photoredox and oxidation catalysis

Common photoredox catalysts Ru(bpy)32+ and Ru(bpz)32+ are rapidly converted into Ruthenium(viii)-oxide through continuous visible light irradiation in the presence of NaIO4 or H5IO6/s

Approaching a possible stepwise/concerted mechanistic crossover point in the cation radical cycloadditions of cis- and trans-anethole

The Diels-Alder cycloadditions of the cis- and trans-anethole cation radicals to cyclopenta-1,3-diene have carefully been examined and are found to produce sharply different stereochemical results. The cis-anethole cation radical adds via a distinctly stepwise mechanism, yielding comparable amounts of all four diastereoisometric Diels-Alder adducts. In contrast, the trans-anethole cation radical yields only trans adducts, with the endo isomer predominating. None of the cis adducts could be detected, and the percentage of cis adducts formed, if any, is significantly less than 0.1%. This result stands in contrast to the additions of aryl cis- and trans-propenyl ethers to the same diene, in which both geometric alkene isomers yield all four adducts in comparable amounts. Consequently, if trans-anethole also reacts by a stepwise mechanism, the rate of cyclization in the intermediate distonic cation radical must be of the order of 1000 times the rate of bond rotation. Alternatively, although it is less likely, the trans cation radical could react via a concerted reaction path.

Calcined and silylated K10 montmorillonites as catalysts of pericyclic reactions of trans-anethole

Cation-exchanged K10 montmorillonites are calcined and silylated in order to eliminate acid sites. The solids obtained promote the Diels-Alder reaction of cyclopentadiene with trans-anethole and the cyclodimerization of trans-anethole.