Fe(ii)-Catalyzed alkenylation of benzylic C–H bonds with diazo compounds

Abstract

A direct alkenylation of benzylic C(sp3)–H bonds with diazo compounds with FeCl2 as the catalyst and DDQ as the oxidant has been developed.

Towards quantitative treatment of electron pair distribution function

“…ProcessDiffraction † Yes Free SUePDF (Tran et al, 2017) No Free eRDF Analyser (Shanmugam et al, 2017) Yes Free ePDF suite (NanoMegas, Belgium) Yes Commercial ePDF tools (Shi et al, 2019) Yes Free…”

Morphology Control Synthesis of ZIF‐8 as Highly Efficient Catalyst for the Cycloaddition of CO2 to Cyclic Carbonate

“…Based on literature and our results, a plausible catalytic mechanism for cycloaddition of CO2 over ZIF‐8 catalysts is shown in Figure . First, styrene oxide was activated by the exposed metal active site on the ZIF‐8 framework, breaking the weak βC−O bond and opening the styrene oxide ring.…”

Triarylborane‐Catalyzed Alkenylation Reactions of Aryl Esters with Diazo Compounds

“…Two mechanistic approaches are generally accepted: 1) migratory insertion of a palladium carbene species (generated from the diazo compound) followed by β‐hydride elimination, or 2) nucleophilic attack of a diazo compound on a transition metal carbene species followed by β‐elimination (Figure a). More recently, more abundant first‐row metals such as copper or iron have been employed with diazo compounds . Of particular relevance is the recent report of FeCl 2 ‐catalyzed alkenylation of benzylic C(sp 3 )−H bonds with diazoesters in the presence of an oxidant (Figure b).…”

“…More recently, more abundant first-row metals such as copper or iron have been employed with diazo compounds. [5,6] Of particular relevance is the recent report of FeCl 2 -catalyzed alkenylation of benzylic C(sp 3 ) À H bonds with diazoesters in the presence of an oxidant (Figure 1 b). Nonetheless, metal-free approaches are comparatively rare.…”