Synthesis and inversion barriers of undeca- and dodeca-substituted saddle shaped porphyrin complexes

Akito Hoshino; Yoshiki Ohgo; Mikio Nakamura

doi:10.1016/j.tetlet.2005.05.100

Synthesis and inversion barriers of undeca- and dodeca-substituted saddle shaped porphyrin complexes

Akito Hoshino, Yoshiki Ohgo, Mikio Nakamura

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

11 Citations (Scopus)

Abstract

Synthesis and barriers to inversion of a series of highly saddle shaped complexes are reported. The ΔG^≠ has decreased by 8 kJ mol^-1 at 243 K when the meso phenyl groups are replaced by bulkier 2,6-dichlorophenyl groups, and by 17 kJ mol^-1 when one of the peripheral ethyl groups is removed.

Original language	English
Pages (from-to)	4961-4964
Number of pages	4
Journal	Tetrahedron Letters
Volume	46
Issue number	30
DOIs	https://doi.org/10.1016/j.tetlet.2005.05.100
Publication status	Published - 2005 Jul 25
Externally published	Yes

Keywords

Dynamic NMR
Inversion barriers
Nonplanar porphyrins

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2005.05.100

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title = "Synthesis and inversion barriers of undeca- and dodeca-substituted saddle shaped porphyrin complexes",

abstract = "Synthesis and barriers to inversion of a series of highly saddle shaped complexes are reported. The ΔG≠ has decreased by 8 kJ mol-1 at 243 K when the meso phenyl groups are replaced by bulkier 2,6-dichlorophenyl groups, and by 17 kJ mol-1 when one of the peripheral ethyl groups is removed.",

keywords = "Dynamic NMR, Inversion barriers, Nonplanar porphyrins",

author = "Akito Hoshino and Yoshiki Ohgo and Mikio Nakamura",

note = "Funding Information: The authors thank Professor Masashi Takahashi for the FAB-MS measurement. This work was supported by the Grant in Aid (No. 16550061) for Scientific Research from Ministry of Education, Culture, Sports, Science and Technology, Japan. ",

year = "2005",

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doi = "10.1016/j.tetlet.2005.05.100",

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TY - JOUR

T1 - Synthesis and inversion barriers of undeca- and dodeca-substituted saddle shaped porphyrin complexes

AU - Hoshino, Akito

AU - Ohgo, Yoshiki

AU - Nakamura, Mikio

N1 - Funding Information: The authors thank Professor Masashi Takahashi for the FAB-MS measurement. This work was supported by the Grant in Aid (No. 16550061) for Scientific Research from Ministry of Education, Culture, Sports, Science and Technology, Japan.

PY - 2005/7/25

Y1 - 2005/7/25

N2 - Synthesis and barriers to inversion of a series of highly saddle shaped complexes are reported. The ΔG≠ has decreased by 8 kJ mol-1 at 243 K when the meso phenyl groups are replaced by bulkier 2,6-dichlorophenyl groups, and by 17 kJ mol-1 when one of the peripheral ethyl groups is removed.

AB - Synthesis and barriers to inversion of a series of highly saddle shaped complexes are reported. The ΔG≠ has decreased by 8 kJ mol-1 at 243 K when the meso phenyl groups are replaced by bulkier 2,6-dichlorophenyl groups, and by 17 kJ mol-1 when one of the peripheral ethyl groups is removed.

KW - Dynamic NMR

KW - Inversion barriers

KW - Nonplanar porphyrins

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U2 - 10.1016/j.tetlet.2005.05.100

DO - 10.1016/j.tetlet.2005.05.100

M3 - Article

AN - SCOPUS:20544437655

SN - 0040-4039

VL - 46

SP - 4961

EP - 4964

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 30

ER -

Synthesis and inversion barriers of undeca- and dodeca-substituted saddle shaped porphyrin complexes

Abstract

Keywords

ASJC Scopus subject areas

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