Hey there!! Here it is a small table with some general characteristics about Hard and Soft nucleophiles, I hop e it could ne useful.
HARD NUCLEOPHILES SOFT NUCLEOPHILES
Small large
Charged neutral
Basic (HX is a weak acid) not basic (HY is a strong acid)
Low-energy HOMO high energy HOMO
Like to attack C=O like to attack saturated carbon
Ex. RO-, NH2-, MeLi ex. RS-, I-, R3P:
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