Volume 39, Issue 6 pp. 1105-1108
Communication

Porphyrinoids with 26 π Electrons: Molecules with Exceptional Spectroscopic Properties

Martin Bröring Dr.

Martin Bröring Dr.

Institut für Organische Chemie der Universität Greinstrasse 4, 50939 Köln (Germany) Fax: (+49) 22-470-5057

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Hans-Jürgen Dietrich Dr.

Hans-Jürgen Dietrich Dr.

Institut für Organische Chemie der Universität Greinstrasse 4, 50939 Köln (Germany) Fax: (+49) 22-470-5057

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Joachim Dörr Dr.

Joachim Dörr Dr.

Institut für Organische Chemie der Universität Greinstrasse 4, 50939 Köln (Germany) Fax: (+49) 22-470-5057

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Georg Hohlneicher Prof. Dr.

Georg Hohlneicher Prof. Dr.

Institut für Physikalische Chemie der Universität Luxemburger Strasse 116, 50939 Köln (Germany) Fax: (+49) 221-470-5144

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Johann Lex Dr.

Johann Lex Dr.

Institut für Organische Chemie der Universität Greinstrasse 4, 50939 Köln (Germany) Fax: (+49) 22-470-5057

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Norbert Jux Dr.

Norbert Jux Dr.

Institut für Organische Chemie der Universität Greinstrasse 4, 50939 Köln (Germany) Fax: (+49) 22-470-5057

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Claudia Pütz Dr.

Claudia Pütz Dr.

Institut für Organische Chemie der Universität Greinstrasse 4, 50939 Köln (Germany) Fax: (+49) 22-470-5057

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Martin Roeb Dr.

Martin Roeb Dr.

Institut für Physikalische Chemie der Universität Luxemburger Strasse 116, 50939 Köln (Germany) Fax: (+49) 221-470-5144

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Hans Schmickler Dr.

Hans Schmickler Dr.

Institut für Organische Chemie der Universität Greinstrasse 4, 50939 Köln (Germany) Fax: (+49) 22-470-5057

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Emanuel Vogel Prof. Dr.

Emanuel Vogel Prof. Dr.

Institut für Organische Chemie der Universität Greinstrasse 4, 50939 Köln (Germany) Fax: (+49) 22-470-5057

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This work was supported by the Fonds der Chemischen Industrie.

Graphical Abstract

Record extinctions ε of 1.6×106 and 1.0×106 for the UV/Vis Soret bands, as well as extreme chemical shifts for the inner and outer perimeter protons in the 1H NMR spectra, characterize the two closely related 26π porphyrinoids 1 and 2, respectively. The dichotomy that 1 and 2 differ markedly in the extinctions of the Soret bands (appearing at nearly the same wavelength) yet almost agree—within the limits of comparison—in the 1H NMR spectra is explained convincingly on the basis of the molecular structures of the two compounds.

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