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15144347631
-
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note
-
-1, respectively.
-
-
-
-
43
-
-
15144359206
-
-
note
-
16O displacement in closely related allylic alcohols (i.e., O-protonated 1-buten-3-ol and isomeric 2-buten-1-ols (ref 2).
-
-
-
-
44
-
-
15144338500
-
-
note
-
18O-content from Tables 3 and 2 (see further in the text) does still express the relative efficiency of processes other than the intramolecular rearrangement iv of IS (Scheme 1), irrespective of whether they are unimolecular (path iii) or bimolecular (paths i and ii) in character.
-
-
-
-
45
-
-
15144361801
-
-
note
-
3PO-induced bimolecular E2 and E2′ elimination in IS or in its ionic isomers. However, the conceivable interference from these bimolecular elimination processes does not affect the estimate of the rate constants of Table 5, provided that they occur to the same extent irrespective of the specific isomer (cf., ref 3c). In this case, in fact, occurrence of bimolecular E2 and E2′ eliminations may affect the absolute yields of the racemization and isomerization products, but not their relative distribution.
-
-
-
-
47
-
-
15144356509
-
-
note
-
-1 (temperature in °C) = 2.11 (40); 2.05 (70); 1.99 (100); 1.96 (120)).
-
-
-
-
48
-
-
15144350924
-
-
note
-
2O] system), excludes the possibility of slow isomerization of the starting IS to IIR, followed by fast IIR → IIS racemization.
-
-
-
-
49
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33847805365
-
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Kebarle and co-workers (Hiraoka, K.; Grimsrud, E. P.; Kebarle, P. J. Am. Chem. Soc. 1974, 96, 3359) demonstrated that replacement of a H atom by an alkyl group in an oxonium ion prevents hydrogen bonding on that position by n-type molecules and, thus, the buildup of the corresponding cluster.
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