期刊
CHEMISTRY-AN ASIAN JOURNAL
卷 9, 期 8, 页码 2083-2087出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201402233
关键词
boranes; carbenes; dehydrogenation; ring expansion
资金
- Alexander von Humboldt foundation
Conversions of iminoboranes with an N-heterocyclic carbene (NHC) result in borane dihydride formation (BDF) concomitant with dihydrogenated NHC. The iminoborane dihydrides are prone to a hydride-mediated ring-expansion reaction (RER) at elevated temperature, that is, the insertion of the boron atom into the adjacent C-N bond of the NHC to yield boracycles. Upon conversion of a saturated-backbone NHC with respective iminoborane precursors RER yet occurs at ambient temperature to yield the ring-expanded products. When a less bulky iminoborane is brought in contact with sterically unhindered NHC neither the iminoborane dihydride is stable at room temperature nor is the RER observed to take place upon heating. The conversions of iminoboranes with very bulky NHC do not show BDF at ambient temperature and only in the case of the less hindered borane precursor the RER is found to proceed in a controlled fashion upon heating.
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