Carbene-Stabilized Aluminacyclopropene-Cyclopropenylalane Rearrangement

Zhang, Xin1,2,3; Wang, Hongyu2,3; Kong, Lingbing1; Liu, Liu Leo2,3

2024-05-01

10.1021/acs.organomet.4c00147

ORGANOMETALLICS   影响因子和分区

0276-7333

1520-6041

A direct [1 + 2] cycloaddition reaction between an N-heterocyclic carbene-stabilized acyclic aluminylene and bis(trimethylsilyl)acetylene leads to the formation of neutral aluminacyclopropene, compound 2. However, this compound demonstrates thermal instability in solution, resulting in an aluminacyclopropene-cyclopropenylalane rearrangement. This transformation exemplifies a formal constitutional isomerization between the C-AlC2 and Al-C-3 systems. Density functional theory computations provide insights into the mechanism behind this unique rearrangement. Our findings contribute a novel aspect to the recent observation that N-heterocyclic carbenes can act as single-carbon-atom sources.

SCI ; EI

英语

通讯

National Natural Science Foundation of China["22301119","22350004","22101114","22271132"] ; National Natural Science Foundation of China[20231120110042001] ; Shenzhen Science and Technology Innovation Program[2022T150289] ; China Postdoctoral Science Foundation (CPSF)[GZB20230388]

Chemistry

Chemistry, Inorganic & Nuclear ; Chemistry, Organic

WOS:001226128500001

AMER CHEMICAL SOC

CHEMISTRY

Web of Science

1.Shandong Univ, Sch Chem & Chem Engn, Jinan 250100, Peoples R China
2.Southern Univ Sci & Technol, Coll Sci, Dept Chem, Shenzhen 518055, Peoples R China
3.Southern Univ Sci & Technol, Coll Sci, Res Ctr Chem Biol & Om Anal, Shenzhen 518055, Peoples R China

Zhang, Xin,Wang, Hongyu,Kong, Lingbing,et al. Carbene-Stabilized Aluminacyclopropene-Cyclopropenylalane Rearrangement[J]. ORGANOMETALLICS,2024.

Zhang, Xin,Wang, Hongyu,Kong, Lingbing,&Liu, Liu Leo.(2024).Carbene-Stabilized Aluminacyclopropene-Cyclopropenylalane Rearrangement.ORGANOMETALLICS.

Zhang, Xin,et al."Carbene-Stabilized Aluminacyclopropene-Cyclopropenylalane Rearrangement".ORGANOMETALLICS (2024).