The present work highlights unprecedented Ni-catalyzed reductive coupling of unactivated alkyl iodides with aryl acid chlorides to efficiently generate alkyl aryl ketones under mild conditions.

This procedure is also compatible with the application of crude acid chlorides generated in situ by reaction of the corresponding acids with SOCl2. -(LU, W.; LIANG, Z.; ZHANG, Y.; WU, F.; QIAN, Q.; GONG*, H.; Synthesis 45 (2013) 16, 2234-2240, http://dx.

This compound was prepared from cinnamaldehyde (2.64 g, 20.0 mmol) according to General Procedure 2. The crude residue was purified by silica gel chromatography (petroleum ether) to yield the (E)-vinyl bromide (1.67 g, 40% yield) as a yellow oil. (E)-1-(2-Bromovinyl)-4-methylbenzene 7 This compound was prepared from 4-methylbenzaldehyde (2.40 g, 20.0 mmol) according to General Procedure 2. The crude residue was purified by silica gel chromatography (petroleum ether) to yield the (E)-vinyl bromide (2.95 g, 75% yield) as a white solid. S4 (E)-1-(2-Bromovinyl)-4-fluorobenzene 9 This compound was prepared from 4-fluorobenzaldehyde (2.48 g, 20.0 mmol) according to General Procedure 2. The crude residue was purified by silica gel chromatography (petroleum ether) to yield the (E)-vinyl bromide (2.81 g, 70% yield) as a white solid. (E)-1-(2-Bromovinyl)-4-(trifluoromethyl)benzene 7 This compound was prepared from 4-(trifluoromethyl)benzaldehyde (3.48 g, 20.0 mmol) according to General Procedure 2. The crude residue was purified by silica gel chromatography (petroleum ether) to yield the (E)-vinyl bromide (4.00 g, 80% yield) as a yellow oil. (E)-2-(2-Bromovinyl)naphthalene 9 This compound was prepared from 2-naphthaldehyde (3.12 g, 20.0 mmol) according to General Procedure 2. The crude residue was purified by silica gel chromatography (petroleum ether) to yield the (E)-vinyl bromide (3.26 g, 70% yield) as a white solid.

Ketone Formation via Mild Nickel-Catalyzed Reductive Coupling of Alkyl Halides with Aryl Acid Chlorides. -The title reaction allows an efficient access to a wide range of ketones. Aliphatic acid chlorides also undergo reductive coupling with alkyl halides. -(WU, F.; LU, W.; QIAN, Q.; REN*, Q.; GONG, H.; Org. Lett. 14 (2012) 12, 3044-3047, http://dx.doi.org/10.1021/ol3011198 ; Dep. Chem., Shanghai Univ., Shanghai 200444, Peop. Rep. China; Eng.) -Jannicke 41-072

We investigate the transfer of phosphorescent energy between co-assembled metallophosphors in crystalline nanostructures [Angew. Chem. Int. Ed. 57, 7820 (2018) and J. Am. Chem. Soc. 140, 4269 (2018)]. Neither Dexter’s nor Förster’s mechanism of resonance energy transfer (RET) could account fully for the observed rates, which exceed 85% with significant temperature dependence. But there exists an alternative pathway on RET mediated by intermediate states of resonantly confined exciton-polaritons. Such a mechanism was used to analyze artificial photosynthesis in organic fluorescents [Phys. Rev. Lett. 122, 257402 (2019)]. For metallophosphors, the confined modes act as extended states lying between the molecular S1 and T1 states, offering a bridge for the long-lived T1 excitons to migrate from donors to acceptors. Population dynamics with parameters taken entirely based experiments fits the observed lifetimes of phosphorescence across a broad range of doping and temperature.