Blue-Light-Induced Iron-Catalyzed α-Alkylation of Ketones

Abstract

We report a visible-light-induced iron-catalyzed αalkylation of ketones. The photocatalytic system is based on the single diaminocyclopentadienone iron tricarbonyl complex. Two catalytic intermediates of this complex are able to harvest light, allowing the synthesis of substituted aromatic and aliphatic ketones at room temperature using the borrowing hydrogen strategy in the presence of various substituted primary alcohols as alkylating reagents. Preliminary mechanistic studies unveil the role of light for both the dehydrogenation and reduction step.

Photoredox catalysis leading to triazolo-quinoxalinones at room temperature: selectivity of the rate determining step

“…As discussed in the literature, [55][56][57][58] by irradiation with blue light, [59][60][61][62] the Ru(bpy) 3 Cl 2 catalyst can be excited to the S 1 state, being 2.66 eV higher in energy than the S 0 state. After relaxation, it can achieve the T 1 state, with a relative energy of 1.96 eV with respect to the S 0 state as shown in Fig.…”

Photoredox (NN)Mn(I) Catalysed Acceptorless Dehydrogenation: Synthesis of Amides, Aldehydes and Ketones

“…Based on the control experiments and existing literature reports, [7b,8,13] a plausible reaction mechanism was proposed for amide formation (Scheme 3). Under UV‐A light irradiation and in the presence of NaH, Cat.…”

“…3 (Scheme 2, eq. 1) [7b,10] . Both imidazole N−H proton and amine N−H proton were deprotonated with treatment of Cat.…”

Correction: Blue-light induced iron-catalyzed chemoselective α-alkylation and α-olefination of arylacetonitriles with alcohols

“…Reference 22 g duplicates an earlier reference and the correct reference is given as ref. 1 below. This work first reported the reactivity described here.…”