Organic Letters

, volume 22 , issue 22 , pages 8984-8988

A CTV Analogue: Arene-Persubstituted Cyclotrixylohydroquinoylene and Its Derivatives

Jianmin Jiao ¹

Baobao Sun ¹

Yihan Ding ¹

Hao Zheng ¹

Yue Zhao ²

Juli Jiang ¹

Chen Lin ¹

Leyong Wang ¹

Hide authors affiliations Show authors affiliations: 2 affiliations

Key Laboratory of Mesoscopic Chemistry of MOE, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China |

State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China |

Publication type: Journal Article

Publication date: 2020-10-28

American Chemical Society (ACS)

Organic Letters

scimago Q1

wos Q1

SJR: 1.235

CiteScore: 8.7

Impact factor: 5.0

ISSN: 15237060, 15237052

DOI: 10.1021/acs.orglett.0c03385

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PubMed ID: 33112620

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

A crown-shaped cyclotriveratrylene (CTV) analogue with persubstituted arene units-namely, cyclotrixylohydroquinoylene (CTX)-was synthesized from tetrasubstituted o-xylohydroquinone. Importantly, a series of CTX derivatives were prepared by introducing second bridged methylene, phenylphosphine oxide, and dimethylsilyl at the middle rim, referred to as CTX[CH2], CTX[P(O)Ph], and CTX[SiMe2], respectively, with the completely locked crown conformation, leading to the formation of unique C3-symmetric Chinese censer-shaped pocket structures. In addition, the water-soluble CTX[CH2] derivative (WCTX[CH2]) was synthesized from CTX[CH2] by simple oxidation reaction with the modification at the upper rim, and its host-guest interaction with methyl viologen in water was investigated.

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Jiao J. et al. A CTV Analogue: Arene-Persubstituted Cyclotrixylohydroquinoylene and Its Derivatives // Organic Letters. 2020. Vol. 22. No. 22. pp. 8984-8988.

GOST all authors (up to 50) Copy

Jiao J., Sun B., Ding Y., Zheng H., Zhao Y., Jiang J., Lin C., Wang L. A CTV Analogue: Arene-Persubstituted Cyclotrixylohydroquinoylene and Its Derivatives // Organic Letters. 2020. Vol. 22. No. 22. pp. 8984-8988.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/acs.orglett.0c03385

UR - https://doi.org/10.1021/acs.orglett.0c03385

TI - A CTV Analogue: Arene-Persubstituted Cyclotrixylohydroquinoylene and Its Derivatives

T2 - Organic Letters

AU - Jiao, Jianmin

AU - Sun, Baobao

AU - Ding, Yihan

AU - Zheng, Hao

AU - Zhao, Yue

AU - Jiang, Juli

AU - Lin, Chen

AU - Wang, Leyong

PY - 2020

DA - 2020/10/28

PB - American Chemical Society (ACS)

SP - 8984-8988

IS - 22

VL - 22

PMID - 33112620

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

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BibTex (up to 50 authors) Copy

@article{2020_Jiao,

author = {Jianmin Jiao and Baobao Sun and Yihan Ding and Hao Zheng and Yue Zhao and Juli Jiang and Chen Lin and Leyong Wang},

title = {A CTV Analogue: Arene-Persubstituted Cyclotrixylohydroquinoylene and Its Derivatives},

journal = {Organic Letters},

year = {2020},

volume = {22},

publisher = {American Chemical Society (ACS)},

month = {oct},

url = {https://doi.org/10.1021/acs.orglett.0c03385},

number = {22},

pages = {8984--8988},

doi = {10.1021/acs.orglett.0c03385}

}

MLA

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MLA Copy

Jiao, Jianmin, et al. “A CTV Analogue: Arene-Persubstituted Cyclotrixylohydroquinoylene and Its Derivatives.” Organic Letters, vol. 22, no. 22, Oct. 2020, pp. 8984-8988. https://doi.org/10.1021/acs.orglett.0c03385.

Publisher

American Chemical Society (ACS)

Journal

Organic Letters

scimago Q1

wos Q1

SJR

1.235

CiteScore

8.7

Impact factor

5.0

ISSN

15237060 (Print)

15237052 (Electronic)