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Turkish Journal of Chemistry

DOI

10.3906/kim-1806-68

Abstract

The hydrogen bond donating ability of 1,8-naphthalenediol was investigated via a series of $^{1}$H, $^{13}$C, and $^{31}$P NMR experiments. Complexation studies using triphenylphosphine oxide and cyclohexanone as hydrogen bond acceptors revealed that 1,8-naphthalenediol is a more effective hydrogen bond donor compared to 1-naphthol and 8-methoxy-1-naphthol. Afterwards, its effectiveness as a hydrogen bonding catalyst was demonstrated in the Friedel-Crafts-type addition reaction of indole to trans-$\beta $-nitrostyrene.

First Page

1398

Last Page

1407

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