Journal
NATURE COMMUNICATIONS
Volume 5, Issue -, Pages -Publisher
NATURE PUBLISHING GROUP
DOI: 10.1038/ncomms5245
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Funding
- MEXT [24109012]
- Science Research Promotion Fund from The Promotion and Mutual Aid Corporation for Private Schools of Japan
- Research Grants Council of Hong Kong [HKUST 603313, CUHK7/CRF/12G]
- Grants-in-Aid for Scientific Research [26288019, 24109012] Funding Source: KAKEN
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Transition metal reagents and catalysts are generally effective to cleave all three bonds (one sigma and two pi) in a triple bond despite its high bonding energy. Recently, chemistry of single-bond cleavage by using main-group element compounds is rapidly being developed in the absence of transition metals. However, the cleavage of a triple bond using non-transition-metal compounds is less explored. Here we report that an unsymmetrical diborane(4) compound could react with carbon monoxide and tert-butyl isonitrile at room temperature. In the latter case, the carbon-nitrogen triple bond was completely cleaved in the absence of transition metal as confirmed by X-ray crystallographic analysis, C-13 NMR spectroscopy with C-13 labelling and DFT calculations. The DFT calculations also revealed the detailed reaction mechanism and indicated that the key for the carbon-nitrogen triple-bond cleavage could be attributed to the presence of nucleophilic nitrogen atom in one of the intermediates.
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