期刊
ORGANOMETALLICS
卷 30, 期 5, 页码 1067-1072出版社
AMER CHEMICAL SOC
DOI: 10.1021/om1011038
关键词
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资金
- Natural Science and Engineering Research Council (NSERC) of Canada
- Alberta Ingenuity Fund
Reaction of the dipyrrin ligand 1,3,7,9-tetramethyl-2,8-diethyldipyrrin with BH3 center dot SMe2 initially gives a dipyrrin-BH3 adduct, which eliminates dihydrogen to form the dipyrrin-supported BH2 borane (LBH2)-B-H. This species is unstable toward isomerization to its dipyrromethane isomer 1, via a (possibly BH3 catalyzed) hydride transfer from boron to the meso position of the dipyrrin core. Computations suggest that 1 is similar to 4 kcal mol(-1) more stable than the dipyrrin isomer. These conclusions were supported by low-temperature NMR and UV-vis/fluorescence spectroscopic experiments and labeling studies using BD3 center dot SMe2. Borane 1 is susceptible to hydride abstraction to form the previously characterized borenium ion [(LBH)-B-H][B(C6F5)(4)] and takes up hydride to form a dipyrromethane borohydride, which was characterized spectroscopically and crystallographically.
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