Phosphorous as a Nucleophile
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Some assorted reactions to show the versatility of phosphorus and to exemplify the points made on page 1.

1.

i. Shows the potency of P=O as a driving force - in the penultimate step a carbanion is created (fairly unstable) while the P=O is formed.

ii. Ph-CH2- is the only possible carbanion is the system with any stabilisation (see below), so it is the one created in the penultimate step.

2.

i. Note the nucleophilicity of Ph3P: - able to attack and abstract Br+ from CBr4 - usually fairly inert.

ii. P=O driving force involved in the third step.

iii. The use of zinc is similar to its use in the Reformatsky Reaction (nothing to do with Phosphorus, but useful for comparison):

3.Phosphines: ("P-")

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