Sn()-carbon bond reactivity: radical generation and consumption reactions of a stannylene with alkynes
Thermal Sn-C cleavage in the diarylstannylene Sn(Ar iPr4 ) 2 (Ar iPr4 = C 6 H 3 -2,6-(C 6 H 3 -2,6-iPr 2 ) 2 ) was used to generate &z.rad;Sn(Ar iPr4 ) and &z.rad;Ar iPr4 radicals for alkyne arylstannylation. The radical pair and RCCR′ (R = H, R′ = Ph; R = Ph, R′ = Ph; R = H, R′ = C 4 H 9 ;...
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| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2023-11, Vol.59 (88), p.1323-1326 |
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| Zusammenfassung: | Thermal Sn-C cleavage in the diarylstannylene Sn(Ar
iPr4
)
2
(Ar
iPr4
= C
6
H
3
-2,6-(C
6
H
3
-2,6-iPr
2
)
2
) was used to generate &z.rad;Sn(Ar
iPr4
) and &z.rad;Ar
iPr4
radicals for alkyne arylstannylation. The radical pair and RCCR′ (R = H, R′ = Ph; R = Ph, R′ = Ph; R = H, R′ = C
4
H
9
; R = H, R′ = SiMe
3
) in refluxing benzene generate the aryl vinyl stannylene complexes, Ar
iPr4
Sn{C(C
6
H
5
)-C(H)(Ar
iPr4
)} (1), Ar
iPr4
Sn{C(C
6
H
5
)-C(H)(C
6
H
5
)} (2) and Ar
iPr4
Sn{C(C
4
H
9
)-C(H)(Ar
iPr4
)} (3) respectively. For HCCSiMe
3
, the known distannene {Sn(CCSiMe
3
)Ar
iPr4
}
2
(4) was also generated from this new method.
Thermal Sn-C cleavage in the diarylstannylene Sn(Ar
iPr4
)
2
(Ar
iPr4
= C
6
H
3
-2,6-(C
6
H
3
-2,6-iPr
2
)
2
) was used to generate &z.rad;Sn(Ar
iPr4
) and &z.rad;Ar
iPr4
radicals for alkyne arylstannylation. |
|---|---|
| ISSN: | 1359-7345 1364-548X |
| DOI: | 10.1039/d3cc04014c |