Abstract
1,1,6,6-Tetraphenylhexa-2,4-diyne-1,6-diol (H) forms inclusion compounds with 2-, 3-, and 4-aminobenzonitrile (2ABN, 3ABN, and 4ABN). In each case the host:guest ratio is 1:2 and the structures are stabilized by hydrogen bonds. Competition experiments show that the host selects the guests in order of preference of 2ABN > 3ABN > 4ABN. These results are in general agreement with lattice energy calculations, thermal analyses, and solid-state reactions. The structure of the solid formed between H and a mixture of 3ABN and 4ABN has also been elucidated.
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