PALLADIUM(0)-CATALYZED FUNCTIONALIZATION OF BROMOPHOSPHININES
PALLADIUM(0)-CATALYZED FUNCTIONALIZATION OF BROMOPHOSPHININES
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DOI：
10.1021/ja00076a027
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发表时间：
1993-11-17
影响因子：
15
通讯作者：
MATHEY, F
中科院分区：
文献类型：
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作者：
LEFLOCH, P;CARMICHAEL, D;MATHEY, F
2，4，6-三溴或2，6-二溴膦与R-SnMe3衍生物在[PdL2]催化下(L=三苯基或三呋喃基膦)交叉偶联生成相应的2，6-二-R-膦，式中R=2-呋喃、2-噻吩基、2-N-甲基吡咯基或C=C-P。当R为2-吡啶时，只能得到单取代膦。根据起始原料，2，4，6-三溴或2-溴膦与(三甲基硅基)二苯基膦发生类似的交叉偶联反应，得到2，6-二(二苯基膦)或2-(二苯基膦)膦。对于2，4，6-三溴膦，官能化的邻位选择性可能反映了[PdL2]对膦磷的初始配位。
[PdL2]-catalyzed (L = triphenyl- or trifurylphosphine) cross-coupling of 2,4,6-tribromo- or 2,6-dibromophosphinines with R-SnMe3 derivatives yields the corresponding 2,6-di-R-phosphinines, where R = 2-furyl, 2-thienyl, 2-N-methylpyrrolyl, or C=C-Ph. When R is 2-pyridyl, only the monosubstituted phosphinine is obtained. A similar cross-coupling reaction between 2,4,6-tribromo- or 2-bromophosphinines and (trimethylsilyl)diphenylphosphine gives either 2,6-bis(diphenylphosphino)- or 2-(diphenylphosphino)phosphinines according to the starting materials. In the case of 2,4,6-tribromophosphinines, the ortho selectivity of the functionalizations probably reflects an initial coordination of [PdL2] to the phosphinine phosphorus.