Azacrown Ethers Debenzylation

Stepan S. Basok, Katerina Yu. Kulygina,^@ Tatiana Yu. Bogaschenko, and Irina S. Yakovenko

A.V. Bogatsky Physico-Chemical Institute, National Academy of Sciences of Ukraine, 65080 Odessa, Ukraine

^@Corresponding author E-mail: kulgina54@gmail.com

DOI: 10.6060/mhc200609k
Macroheterocycles 2021 14(3) 221-224

The reaction of the removal of a benzyl protecting group in N-benzylazacrown ethers using ammonium formate as a hydrogen donor was studied. The optimal ratios of reagents and reaction temperature were determined, which allows to isolate the target products quickly and with high yield. It was shown that the debenzylation of N,N’-dibenzyl-diaza-18-crown-6 is sequential, which allowed us to isolate up to 40% of N-benzyldiaza-18-crown-6, which was used for the synthesis of asymmetrically substituted diazacrown ethers.

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