Cavitand Zn(II)-porphyrin capsules with high affinities for pyridines and N-methylimidazole

O. Middel; Willem Verboom; David Reinhoudt

doi:10.1021/jo010107k

Cavitand Zn(II)-porphyrin capsules with high affinities for pyridines and N-methylimidazole

O. Middel, Willem Verboom, David Reinhoudt

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

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Abstract

Covalent cavitand Zn(II)-porphyrins 17-20 were prepared via multistep syntheses. These host molecules show moderate to excellent binding affinities to N-methylimidazole and pyridine guests. The complexing behavior strongly depends on the spacer's length, number, and rigidity, in addition to the guest size. Cavitand capping and strapping of porphyrins strongly influence the complex formation and result in a 10-700-fold enhancement of the binding strength compared to tetraphenyl Zn(II)-porphyrin.

Original language	Undefined
Pages (from-to)	3998-4005
Journal	Journal of organic chemistry
Volume	66
Issue number	11
DOIs	https://doi.org/10.1021/jo010107k
Publication status	Published - 2001

Keywords

METIS-202940
IR-36733

Access to Document

10.1021/jo010107k

Middel01cavitand

Cite this

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title = "Cavitand Zn(II)-porphyrin capsules with high affinities for pyridines and N-methylimidazole",

abstract = "Covalent cavitand Zn(II)-porphyrins 17-20 were prepared via multistep syntheses. These host molecules show moderate to excellent binding affinities to N-methylimidazole and pyridine guests. The complexing behavior strongly depends on the spacer's length, number, and rigidity, in addition to the guest size. Cavitand capping and strapping of porphyrins strongly influence the complex formation and result in a 10-700-fold enhancement of the binding strength compared to tetraphenyl Zn(II)-porphyrin.",

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T1 - Cavitand Zn(II)-porphyrin capsules with high affinities for pyridines and N-methylimidazole

AU - Middel, O.

AU - Verboom, Willem

AU - Reinhoudt, David

N1 - 645

PY - 2001

Y1 - 2001

N2 - Covalent cavitand Zn(II)-porphyrins 17-20 were prepared via multistep syntheses. These host molecules show moderate to excellent binding affinities to N-methylimidazole and pyridine guests. The complexing behavior strongly depends on the spacer's length, number, and rigidity, in addition to the guest size. Cavitand capping and strapping of porphyrins strongly influence the complex formation and result in a 10-700-fold enhancement of the binding strength compared to tetraphenyl Zn(II)-porphyrin.

AB - Covalent cavitand Zn(II)-porphyrins 17-20 were prepared via multistep syntheses. These host molecules show moderate to excellent binding affinities to N-methylimidazole and pyridine guests. The complexing behavior strongly depends on the spacer's length, number, and rigidity, in addition to the guest size. Cavitand capping and strapping of porphyrins strongly influence the complex formation and result in a 10-700-fold enhancement of the binding strength compared to tetraphenyl Zn(II)-porphyrin.

KW - METIS-202940

KW - IR-36733

U2 - 10.1021/jo010107k

DO - 10.1021/jo010107k

M3 - Article

VL - 66

SP - 3998

EP - 4005

JO - Journal of organic chemistry

JF - Journal of organic chemistry

SN - 0022-3263

IS - 11

ER -