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1 article(s) from Golovanov, Ivan S

1,4,6,10-Tetraazaadamantanes (TAADs) with N-amino groups: synthesis and formation of boron chelates and host–guest complexes

Artem N. Semakin,
Ivan S. Golovanov,
Yulia V. Nelyubina and
Alexey Yu. Sukhorukov

Beilstein J. Org. Chem. 2022, 18, 1424–1434, doi:10.3762/bjoc.18.148

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Figure 1: Adamantane-based tripodal scaffolds and current work.

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Scheme 1: A general strategy for the assembly of TAAD derivatives.

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Scheme 2: Synthesis of acyclic precursors to ³N-TAADs, ²N,¹O-TAADs, and ¹N,²O-TAADs.

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Scheme 3: Synthesis of ³N-TAADs, ²N,¹O-TAADs, and ¹N,²O-TAADs. *Yield based on compound 14.

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Scheme 4: Deprotection of TAAD 8b and subsequent complexation with phenylboronic acid.

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Scheme 5: Quaternization of TAADs 4c, 4e, 6a, and 8a followed by deprotection of N-Boc groups.

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Figure 2: General view of the 1,4,6,10-tetraazaadamantane motif in X-ray structures of the obtained N-TAAD de...

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Figure 3: (a) General structure of host–guest complexes of ³N-TAADs with water. (b) The general structure of ...

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Figure 4: (a) Dynamic processes in TAADs 4 and complexation with ROH. (b) Fragment of ¹H NMR spectra of Bn-4c...

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Published 11 Oct 2022

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