Tetralin核の反転について : 植物生長素性物質に関する研究第10報

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In the previous paper on this studies, it was reported that 1, 2, 3, 4-tetrahydro-naphthoic acid-1 had a prominent plant growth activity (1). The same was proved by H. Veldstraet al. (2). They stated that this compound had a spatial configuration which was suggestedby them (3) as the requirements for the plant growth substances. But if alicyclic ring of tetralin nucleus behaves in the inversion in the same manner as cyclohexane or cyclohexene derivatives, 1, 2, 3, 4-tetra hydro-naphthoic acid-1 may also be expectedto shift its spatial configuration between two inv erted isomers as is illustrated in Figure 1. The molecular structure of tetralin nucleus was researched by means of measuring the dipole moments of 2, 3-dichloro-1, 2, 3, 4-tetrahydro-naphthalene in different solvents and at various temperatures. Result obtained is shown in Table 1. From the result it was concluded that the alicyclic ring in tetralin nucleus had a chair form, and the substance was composed of an equili-. brium mixture of two inverted isomer (2 e, 3 e), (2 p, 3 p) in the solution, as is-illustrated in Figure 3. Thus it may be expected that 1, 2, 3, 4-tetrahydro-naphthoic acid-1 is also composed of an equilibrium mixture as same as the above compound. A further investigation on the problem will be reported in the following papers.
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