New dioxadiaza-, trioxadiaza- and hexaaza-macrocycles containing dibenzofuran units

Feng Li; Rita Delgado; Ana Coelho; Michael G.B. Drew; Vítor Félix

doi:10.1016/j.tet.2006.06.073

New dioxadiaza-, trioxadiaza- and hexaaza-macrocycles containing dibenzofuran units

Feng Li
, Rita Delgado
, Ana Coelho
, Michael G.B. Drew
, Vítor Félix

NOVA University Lisbon
University of Lisbon
University of Évora
University of Reading
University of Aveiro

Research output: Contribution to journal › Article › peer-review

16 Citations (Scopus)

Abstract

New dioxadiaza-, trioxadiaza-, and hexaaza-macrocycles containing rigid dibenzofuran groups (DBF) were prepared by a convenient synthetic route in high yields. The structures of the macrocycles were unequivocally established by electrospray mass spectrometry (ESIMS) studies together with NMR spectroscopy, with the exception of [14](DBF)N₃. The structures of the copper complex of [14](DBF)N₃ and of the diprotonated form of [22](DBF)N₂O₃ were determined by single crystal X-ray diffraction. Conformational analyses on the free macrocycles [14](DBF)N₃ and [22](DBF)N₂O₃ as well as on their larger counterparts containing two DBF units were undertaken in order to understand the synthetic findings.

Original language	English
Pages (from-to)	8550-8558
Number of pages	9
Journal	Tetrahedron
Volume	62
Issue number	36
DOIs	https://doi.org/10.1016/j.tet.2006.06.073
Publication status	Published - 4 Sept 2006
Externally published	Yes

Keywords

Dibenzofuran derivatives
Macrocycles
X-ray structures
[2+2] Condensation

Access to Document

10.1016/j.tet.2006.06.073

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@article{dc02d35b67a64e0ead98ff369ab625e3,

title = "New dioxadiaza-, trioxadiaza- and hexaaza-macrocycles containing dibenzofuran units",

abstract = "New dioxadiaza-, trioxadiaza-, and hexaaza-macrocycles containing rigid dibenzofuran groups (DBF) were prepared by a convenient synthetic route in high yields. The structures of the macrocycles were unequivocally established by electrospray mass spectrometry (ESIMS) studies together with NMR spectroscopy, with the exception of [14](DBF)N3. The structures of the copper complex of [14](DBF)N3 and of the diprotonated form of [22](DBF)N2O3 were determined by single crystal X-ray diffraction. Conformational analyses on the free macrocycles [14](DBF)N3 and [22](DBF)N2O3 as well as on their larger counterparts containing two DBF units were undertaken in order to understand the synthetic findings.",

keywords = "Dibenzofuran derivatives, Macrocycles, X-ray structures, [2+2] Condensation",

author = "Feng Li and Rita Delgado and Ana Coelho and Drew, \{Michael G.B.\} and V{\'i}tor F{\'e}lix",

year = "2006",

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doi = "10.1016/j.tet.2006.06.073",

language = "English",

volume = "62",

pages = "8550--8558",

journal = "Tetrahedron",

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number = "36",

}

TY - JOUR

T1 - New dioxadiaza-, trioxadiaza- and hexaaza-macrocycles containing dibenzofuran units

AU - Li, Feng

AU - Delgado, Rita

AU - Coelho, Ana

AU - Drew, Michael G.B.

AU - Félix, Vítor

PY - 2006/9/4

Y1 - 2006/9/4

N2 - New dioxadiaza-, trioxadiaza-, and hexaaza-macrocycles containing rigid dibenzofuran groups (DBF) were prepared by a convenient synthetic route in high yields. The structures of the macrocycles were unequivocally established by electrospray mass spectrometry (ESIMS) studies together with NMR spectroscopy, with the exception of [14](DBF)N3. The structures of the copper complex of [14](DBF)N3 and of the diprotonated form of [22](DBF)N2O3 were determined by single crystal X-ray diffraction. Conformational analyses on the free macrocycles [14](DBF)N3 and [22](DBF)N2O3 as well as on their larger counterparts containing two DBF units were undertaken in order to understand the synthetic findings.

AB - New dioxadiaza-, trioxadiaza-, and hexaaza-macrocycles containing rigid dibenzofuran groups (DBF) were prepared by a convenient synthetic route in high yields. The structures of the macrocycles were unequivocally established by electrospray mass spectrometry (ESIMS) studies together with NMR spectroscopy, with the exception of [14](DBF)N3. The structures of the copper complex of [14](DBF)N3 and of the diprotonated form of [22](DBF)N2O3 were determined by single crystal X-ray diffraction. Conformational analyses on the free macrocycles [14](DBF)N3 and [22](DBF)N2O3 as well as on their larger counterparts containing two DBF units were undertaken in order to understand the synthetic findings.

KW - Dibenzofuran derivatives

KW - Macrocycles

KW - X-ray structures

KW - [2+2] Condensation

UR - https://www.scopus.com/pages/publications/33746286152

U2 - 10.1016/j.tet.2006.06.073

DO - 10.1016/j.tet.2006.06.073

M3 - Article

AN - SCOPUS:33746286152

SN - 0040-4020

VL - 62

SP - 8550

EP - 8558

JO - Tetrahedron

JF - Tetrahedron

IS - 36

ER -

New dioxadiaza-, trioxadiaza- and hexaaza-macrocycles containing dibenzofuran units

Abstract

Keywords

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