The reaction with is also used instead of and when retention of stereochemistry is required. Phosphorus trichloride and phosphorus pentachloride both lead to inversion.
The mechanism proceeds via a pathway, or internal nucleophilic substitution. This step has been highlighed in red; an intimate ion pair is given in square brackets. Adding a nucleophilic solvent such as pyridine considerably increases inversion with via an attack at the sulfur atom. Green marks blocking of the intramolecular substitution; blue is for inversion.
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