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- W2321880614 abstract "The rates of methylation (forward reaction) of phthalazine (1), 1,8-naphthyridine (2), 1,10-phenanthroline (3), and of some ring methyl derivatives are compared with the rates of demethylation of the corresponding N-methyl quaternary iodides. It was observed for (2), and especially for (3), that a nitrogen lone pair in place of a CH group (quinoline and 8-methylquinoline, respectively) aids the forward reaction but does not have a commensurate retarding effect on the reverse process. In contrast to (3), 2,2�-bipyridine showed behaviour typical of a-substituted pyridines. The introduction of a 2-methyl group into (3) had an appreciable rate-enhancing effect on methylation (at N 10) and this is interpreted as evidence for lone-pair cooperativity in the forward reaction." @default.
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- W2321880614 date "1981-01-01" @default.
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- W2321880614 title "A search for lone-pair interactions in forward and reverse Menschutkin reactions of some diaza heterocycles" @default.
- W2321880614 doi "https://doi.org/10.1071/ch9810163" @default.
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