An exploding N-isocyanide reagent formally composed of anthracene, dinitrogen and a carbon atom
Targeted as an example of a compound composed of a carbon atom together with two stable neutral leaving groups, 7-isocyano-7-azadibenzonorbornadiene, CN[subscript 2]A (1, A = C[subscript 14]H[subscript 10] or anthracene) has been synthesized and spectroscopically and structurally characterized. The...
| Main Authors: | , , , |
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| Other Authors: | |
| Format: | Article |
| Language: | en_US |
| Published: |
Royal Society of Chemistry
2018
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| Online Access: | http://hdl.handle.net/1721.1/114724 https://orcid.org/0000-0002-9239-7505 https://orcid.org/0000-0001-7445-5663 https://orcid.org/0000-0003-2568-3269 |
| Summary: | Targeted as an example of a compound composed of a carbon atom together with two stable neutral leaving groups, 7-isocyano-7-azadibenzonorbornadiene, CN[subscript 2]A (1, A = C[subscript 14]H[subscript 10] or anthracene) has been synthesized and spectroscopically and structurally characterized. The terminal C atom of 1 can be transferred: mesityl nitrile oxide reacts with 1 to produce carbon monoxide, likely via intermediacy of the N-isocyanate OCN[subscript 2]A. Reaction of 1 with [RuCl[subscript 2](CO)(PCy[subscript 3])[subscript 2]] leads to [RuCl2(CO)(1)(PCy3)2] which decomposes unselectively: in the product mixture, the carbide complex [RuCl[subscript 2[](C)(PCy[subscript 3])[subscript 2]] was detected. Upon heating in the solid state or in solution, 1 decomposes to A, N2 and cyanogen (C2N2) as substantiated using molecular beam mass spectrometry, IR and NMR spectroscopy techniques. |
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