components in a mixture is contained in the complete spectra and (b) the ability to maximize the sensitivity for all components by obtaining chromatographic data at the optimum wavelengths from a 3-D chromatogram. An implication of the second advantage is that the selection of optical conditions can compensate for poor chromatographic resolution.
Cyclialkylation of l-chloro-4,5-diphenylpentane (la) by A1C13 produced 1-benzyltetralin (2a) and no 2-phenylbenzosuberane, showing the preference of six-ring formation over seven-ring formation. No products expected to result from initial rearrangement of the primary chloride to a secondary carbonium ion preceding cyclialkylation were found, e.g., no l-benzyl-3-methylindan or l-methyl-3-phenyltetralin. A second major product was found to be 2,3:6,7-dibenzobicyclo[3.3.1]nona-2,6-diene (10a), which is formed from 2a by hydride abstraction and bicyclialkylation. Similar treatment of l-chloro-2-methyl-4,5-diphenylpentane (lb) with AlClg gave 1benzyl-3-methyltetralin (2b) and 1-methyl-2,3:6,7-dibenzobicyclo [3.3.1 ]nona-2, -diene (10b); more extensive bicyclialkylation of 2b to 10b was found, in line with the greater ease of abstraction of a tertiary hydride ion from 2b. Two other products from lb were 1-benzyl-3,3-dimethylindan (7b) and l,l-dimethyl-3-phenyltetralm (8b), resulting from initial rearrangement of the primary chloride to a tertiary carbonium ion preceding cyclialkylation.
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