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Trimethylborane (1), triethylborane (2), 1,3-dimethyl-1-boracyclopentane (3), 1-methyl-1- boracyclohexane (4), 9-methyl- and 9-ethyl-9-borabicyclo[3.1.1]nonane [5(Me) and 5(Et)], and 1- boraadamantane (6) were studied by  11 B and  13 C NMR spectroscopy with respect to coupling constants  1 J( 13 C, 11 B) and  1 J( 13 C, 13 C). Results of DFT calculations at the B3LYP/6-311+g(d,p) level of theory show satisfactory agreement with the experimental data. Hyperconjugation arising from C-C σ bonds adjacent to the tricoordinate boron atom is indicated, in particular for 1-boraadamantane (6), by the optimised calculated structures, and by the experimental and calculated data  1 J( 13 C, 13 C). The calculated magnitude of  1 J( 13 C, 1 H) for carbon atoms adjacent to boron becomes significantly smaller if the optimised structures suggest hyperconjugative effects arising from these C-H bonds

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Hyperconjugation In Trialkylboranes Shown By Indirect Nuclear Spin-Spin Coupling Constants. Experimental Data And Density Functional Theory (Dft) Calculations