Tetra- and Octapyrroles Synthesized from Confusion and Fusion Approaches

Jiahui  Kong; Qiong  Zhang; Mathew Savage; Minzhi  Li; Xin  Li; Sihai Yang; Xu  Liang; Weihua  Zhu; Hans  Ågren; Yongshu Xie

doi:10.1021/acs.orglett.6b02495

Tetra- and Octapyrroles Synthesized from Confusion and Fusion Approaches

Jiahui Kong, Qiong Zhang, Mathew Savage, Minzhi Li, Xin Li, Sihai Yang, Xu Liang, Weihua Zhu, Hans Ågren, Yongshu Xie

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Abstract

By oxidation of an alternately N-confused bilane in CH2Cl2, a C–N fused tetrapyrrin was synthesized that bears a 5.5.5-tricyclic ring generated from an intramolecular C–N linkage. When CH3CN was used as the reaction medium, a multiply C–N-fused octapyrrolic dimer was also obtained that contained two 5.5.5.7.5-pentacyclic moieties and a bipyrrole unit generated from the intramolecular C–N linkage and intermolecular C–C linkage, respectively. This could be coordinated with Ni(acac)2 to afford a mixed-ligand complex.

Original language	English
Journal	Organic Letters
Volume	18
Early online date	22 Sept 2016
DOIs	https://doi.org/10.1021/acs.orglett.6b02495
Publication status	Published - 2016

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CCDC 1499917: Experimental Crystal Structure Determination
Kong, J. (Contributor), Zhang, Q. (Contributor), Savage, M. (Contributor), Li, X. (Contributor), Li, X. (Contributor), Yang, S. (Contributor), Liang, X. (Contributor), Zhu, W. (Contributor), Ågren, H. (Contributor) & Xie, Y. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2016
DOI: 10.5517/ccdc.csd.cc1mbsf5, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1mbsf5&sid=DataCite
Dataset
CCDC 1499918: Experimental Crystal Structure Determination
Kong, J. (Contributor), Zhang, Q. (Contributor), Savage, M. (Contributor), Li, M. (Contributor), Li, X. (Contributor), Yang, S. (Contributor), Liang, X. (Contributor), Zhu, W. (Contributor), Ågren, H. (Contributor) & Xie, Y. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2016
DOI: 10.5517/ccdc.csd.cc1mbsg6, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1mbsg6&sid=DataCite
Dataset
CCDC 1499916: Experimental Crystal Structure Determination
Kong, J. (Contributor), Zhang, Q. (Contributor), Savage, M. (Contributor), Li, X. (Contributor), Li, X. (Contributor), Yang, S. (Contributor), Liang, X. (Contributor), Zhu, W. (Contributor), Ågren, H. (Contributor) & Xie, Y. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2016
DOI: 10.5517/ccdc.csd.cc1mbsd4, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1mbsd4&sid=DataCite
Dataset

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@article{446cb3f00eac4af38949f517d21cde29,

title = "Tetra- and Octapyrroles Synthesized from Confusion and Fusion Approaches",

abstract = "By oxidation of an alternately N-confused bilane in CH2Cl2, a C–N fused tetrapyrrin was synthesized that bears a 5.5.5-tricyclic ring generated from an intramolecular C–N linkage. When CH3CN was used as the reaction medium, a multiply C–N-fused octapyrrolic dimer was also obtained that contained two 5.5.5.7.5-pentacyclic moieties and a bipyrrole unit generated from the intramolecular C–N linkage and intermolecular C–C linkage, respectively. This could be coordinated with Ni(acac)2 to afford a mixed-ligand complex.",

author = "Jiahui Kong and Qiong Zhang and Mathew Savage and Minzhi Li and Xin Li and Sihai Yang and Xu Liang and Weihua Zhu and Hans {\AA}gren and Yongshu Xie",

year = "2016",

doi = "10.1021/acs.orglett.6b02495",

language = "English",

volume = "18",

journal = "Organic Letters",

issn = "1523-7052",

publisher = "American Chemical Society",

}

TY - JOUR

T1 - Tetra- and Octapyrroles Synthesized from Confusion and Fusion Approaches

AU - Kong, Jiahui

AU - Zhang, Qiong

AU - Savage, Mathew

AU - Li, Minzhi

AU - Li, Xin

AU - Yang, Sihai

AU - Liang, Xu

AU - Zhu, Weihua

AU - Ågren, Hans

AU - Xie, Yongshu

PY - 2016

Y1 - 2016

N2 - By oxidation of an alternately N-confused bilane in CH2Cl2, a C–N fused tetrapyrrin was synthesized that bears a 5.5.5-tricyclic ring generated from an intramolecular C–N linkage. When CH3CN was used as the reaction medium, a multiply C–N-fused octapyrrolic dimer was also obtained that contained two 5.5.5.7.5-pentacyclic moieties and a bipyrrole unit generated from the intramolecular C–N linkage and intermolecular C–C linkage, respectively. This could be coordinated with Ni(acac)2 to afford a mixed-ligand complex.

AB - By oxidation of an alternately N-confused bilane in CH2Cl2, a C–N fused tetrapyrrin was synthesized that bears a 5.5.5-tricyclic ring generated from an intramolecular C–N linkage. When CH3CN was used as the reaction medium, a multiply C–N-fused octapyrrolic dimer was also obtained that contained two 5.5.5.7.5-pentacyclic moieties and a bipyrrole unit generated from the intramolecular C–N linkage and intermolecular C–C linkage, respectively. This could be coordinated with Ni(acac)2 to afford a mixed-ligand complex.

U2 - 10.1021/acs.orglett.6b02495

DO - 10.1021/acs.orglett.6b02495

M3 - Article

SN - 1523-7052

VL - 18

JO - Organic Letters

JF - Organic Letters

ER -

Tetra- and Octapyrroles Synthesized from Confusion and Fusion Approaches

Abstract

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Datasets

CCDC 1499917: Experimental Crystal Structure Determination

CCDC 1499918: Experimental Crystal Structure Determination

CCDC 1499916: Experimental Crystal Structure Determination

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