pKa values and gas-phase acidities of superacid molecul
pKa values and gas-phase acidities of superacid molecul
pKa values and gas-phase acidities of superacid molecul
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Basicity Centers on Substituents<br />
NC<br />
:<br />
CN<br />
NC<br />
:<br />
P<br />
CN<br />
H<br />
CN:<br />
N H<br />
. .<br />
CN<br />
:<br />
: :<br />
. .<br />
:<br />
O<br />
CF 3<br />
H<br />
S<br />
:<br />
N<br />
. O<br />
.:<br />
. .<br />
F 3 C<br />
S . OHO<br />
.<br />
:<br />
N<br />
. .<br />
S<br />
O<br />
:<br />
:<br />
CF . O<br />
.<br />
3<br />
It is not only about the acceptor<br />
power but also about basicity!<br />
25<br />
Design: Anion-based approach<br />
• Design an anion, which<br />
• Has delocalized charge<br />
• Is as stable as possible<br />
• Has as few as possible protonation sites <strong>and</strong><br />
those are <strong>of</strong> low basicity<br />
Not looking at any particular acidity<br />
center<br />
26<br />
13
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