Grignard reagents phosphorus compounds

CH3)2N]3P0. M.p. 4°C, b.p. 232"C, dielectric constant 30 at 25 C. Can be prepared from dimethylamine and phosphorus oxychloride. Used as an aprotic solvent, similar to liquid ammonia in solvent power but easier to handle. Solvent for organolithium compounds, Grignard reagents and the metals lithium, sodium and potassium (the latter metals give blue solutions). 

Octaethyl and tris(pentafluorophenyl) corroles, known as oec and tpfc, respectively, are also efficient for the stabilization of P(VI) phosphorus [53,54]. The electron-rich oec reacts with PCI3 to form (oec)P=0 40 that can be further derived into dihydrido 41a, dimethyl 41b and diphenyl 41c compounds by reduction with LiAlH4 and reactions with methyl and phenyl Grignard reagents. 

As exemplified in the sections indicated, these compounds show most of the typical reactions of Grignard reagents and alkyllithiums. Thus, pyridyllithiums and their benzo analogues allow the introduction of other metals, and non-metals, on to the ring, such as mercury, boron, phosphorus, tin and arsenic (Scheme 74) (see also Section 3.2.3.10.2.v). 

The reactive 3-carbonyl group in compounds of type (279) undergoes aldol condensation with active methylene compounds such reactions of isatin with indoxyl, oxindole (Section 3.3.2.5.4) and with thiophenes (Section 3.3.1.5.7.ii) have already been mentioned. These compounds also react with Grignard reagents and phosphorus halides as expected, e.g. isatin (279 Z = NH) with MeMgBr and PC13 yields (285) and (286), respectively. 

Phosphorus trichloride reacts with organic compounds including Grignard reagents and metal alkyls to give numerous alkyl derivatives. Typical reactions can be illustrated by the following equations ... 

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