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Hydrogen bond templated synthesis of catenanes and rotaxanes from a single isophthalic acid derivative

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Hydrogen bond templated synthesis of catenanes and rotaxanes from a single isophthalic acid derivative. / Barlow, Sean R.; Akien, Geoffrey R.; Evans, Nicholas H.
In: Organic and Biomolecular Chemistry , Vol. 21, No. 2, 14.01.2023, p. 402-414.

Research output: Contribution to Journal/MagazineJournal articlepeer-review

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Barlow SR, Akien GR, Evans NH. Hydrogen bond templated synthesis of catenanes and rotaxanes from a single isophthalic acid derivative. Organic and Biomolecular Chemistry . 2023 Jan 14;21(2):402-414. Epub 2022 Dec 7. doi: 10.1039/D2OB02019J

Author

Barlow, Sean R. ; Akien, Geoffrey R. ; Evans, Nicholas H. / Hydrogen bond templated synthesis of catenanes and rotaxanes from a single isophthalic acid derivative. In: Organic and Biomolecular Chemistry . 2023 ; Vol. 21, No. 2. pp. 402-414.

Bibtex

@article{192534d449434c57b48ff07bc8d38776,
title = "Hydrogen bond templated synthesis of catenanes and rotaxanes from a single isophthalic acid derivative",
abstract = "Hydrogen bond templated [2]catenanes and [2]rotaxanes have been synthesized using azide precursors derived from a single isophthalic acid derivative precursor. The interlocked molecules were prepared using either stoichiometric or near stoichiometric amounts of macrocycle and CuAAC {"}click{"} precursors, with yields of up to 70% for the mechanical bond formation step. Successful preparation of the interlocked structures was confirmed by NMR spectroscopy and mass spectrometry, with detail of co-conformational behaviour being elucidated by a range of H NMR spectroscopic experiments.",
author = "Barlow, {Sean R.} and Akien, {Geoffrey R.} and Evans, {Nicholas H.}",
year = "2023",
month = jan,
day = "14",
doi = "10.1039/D2OB02019J",
language = "English",
volume = "21",
pages = "402--414",
journal = "Organic and Biomolecular Chemistry ",
issn = "1477-0520",
publisher = "Royal Society of Chemistry",
number = "2",

}

RIS

TY - JOUR

T1 - Hydrogen bond templated synthesis of catenanes and rotaxanes from a single isophthalic acid derivative

AU - Barlow, Sean R.

AU - Akien, Geoffrey R.

AU - Evans, Nicholas H.

PY - 2023/1/14

Y1 - 2023/1/14

N2 - Hydrogen bond templated [2]catenanes and [2]rotaxanes have been synthesized using azide precursors derived from a single isophthalic acid derivative precursor. The interlocked molecules were prepared using either stoichiometric or near stoichiometric amounts of macrocycle and CuAAC "click" precursors, with yields of up to 70% for the mechanical bond formation step. Successful preparation of the interlocked structures was confirmed by NMR spectroscopy and mass spectrometry, with detail of co-conformational behaviour being elucidated by a range of H NMR spectroscopic experiments.

AB - Hydrogen bond templated [2]catenanes and [2]rotaxanes have been synthesized using azide precursors derived from a single isophthalic acid derivative precursor. The interlocked molecules were prepared using either stoichiometric or near stoichiometric amounts of macrocycle and CuAAC "click" precursors, with yields of up to 70% for the mechanical bond formation step. Successful preparation of the interlocked structures was confirmed by NMR spectroscopy and mass spectrometry, with detail of co-conformational behaviour being elucidated by a range of H NMR spectroscopic experiments.

U2 - 10.1039/D2OB02019J

DO - 10.1039/D2OB02019J

M3 - Journal article

VL - 21

SP - 402

EP - 414

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

SN - 1477-0520

IS - 2

ER -