Rate of lactamization of benzylstrychnine in acid solution
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The rate of lactamization of benzylstrychnine in aqueous solution at 25 °C increases with acid concentration up to 5–10% sulfuric acid, and thereafter decreases. The maximum can be explained by taking account of the extent of protonation of the aromatic amino group with increasing acid concentration. This amino group is unusually weakly basic [Formula: see text], perhaps because it is locked in an extremely rigid cage structure which opposes the rehybridization of N which must take place when it is protonated.
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1936 ◽
Vol 155
(884)
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pp. 33-41
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2018 ◽
Vol 5
(1)
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pp. 77-82
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2017 ◽
Vol 42
(49)
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pp. 29274-29282
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1991 ◽
Vol 17
(6)
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pp. 1104-1109
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