26π-Porphyrinoide: Moleküle mit exzeptionellen spektroskopischen Eigenschaften

Bröring, Martin; Dietrich, Hans-Jürgen; Dörr, Joachim; Hohlneicher, Georg; Lex, Johann; Jux, Norbert; Pütz, Claudia; Roeb, Martin; Schmickler, Hans; Vogel, Emanuel

doi:10.1002/(sici)1521-3757(20000317)112:6<1147::aid-ange1147>3.0.co;2-y

Cited by 9 publications

(3 citation statements)

References 21 publications

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“…hohem Feld manifestiert: d 14.61 (H a ), À 10.92 (H i ). Kombiniert man das 1 H-und 13 C-NMR-Spektrum (sechs Signale) mit dem Strukturbefund, dass 13 ein planares Ringgerüst aufweist, so kann bereits auf eine D 4h -Symmetrie des Dikations geschlossen werden (siehe nachfolgende Mitteilung [19] ).…”

Section: Professor Dieter Seebach Gewidmetunclassified

“…): d 157. 6, 143.9, 139.3, 137.8, 117.9, 109.6;IR (CsI): n Ä 3104, 1530, 1399, 1352, 1242, 1099, 1004 8, 146.6, 142.0, 136.0, 134.4, 129.8, 124.3, 17.1, 16.7, 15.1, 13. 3007, 2970, 2877, 1657, 1581, 1520, 1462, 1398, 1376 cm À1 ; UV/Vis (CH 2 Cl 2 ): l max (e) 259 (3100), 333 nm (32 000) 12: 1 H-NMR (CDCl 3 ): d 6.22 (d,4 H;12,19,26;3 J 5,6 15.6 Hz),6.02 (m,4 H;13,20,27),3.38 (d,8 H;14,21,28),2.37 (q,8 H;10a,17a,24a),2.31 (q,8 H;9a,16a,23a),1.09 (t,12 H;10b,17b,24b),1.07 (t,12 H;9b,16b,23b); 13 C-NMR (CDCl 3 ): d 147. 9, 146.3, 123.7, 122.7, 122.1, 118.5, 30.1, 16.8, 16.6, 15.7, 15.6 3038, 2970, 2826, 1655, 1549, 1465, 1322, 1292, 1227, 1101, 995, 953 cm À1 ; UV/Vis (CH 2 Cl 2 ): l max (e) 285 (84 800), 302 nm (41 000) 13: 1 H-NMR (CF 3 COOD, CH 2 Cl 2 int.…”

Section: Professor Dieter Seebach Gewidmetmentioning

confidence: 99%

“…9, 146.3, 123.7, 122.7, 122.1, 118.5, 30.1, 16.8, 16.6, 15.7, 15.6 3038, 2970, 2826, 1655, 1549, 1465, 1322, 1292, 1227, 1101, 995, 953 cm À1 ; UV/Vis (CH 2 Cl 2 ): l max (e) 285 (84 800), 302 nm (41 000) 13: 1 H-NMR (CF 3 COOD, CH 2 Cl 2 int. ): d 14.61 (d,8 H;7,12,14,19,21,26,28;3 J 5,6 13.4 Hz),À 10.92 (t,4 H;13,20,27),5.73 (q,16 H;3a,9a,10a,16a,17a,23a,24a),2.92 (t,24 H;3b,9b,10b,16b,17b,23b,24b); 13 C-NMR (CF 3 COOD, CH 2 Cl 2 int. ): d 154.…”

Section: Professor Dieter Seebach Gewidmetmentioning

confidence: 99%

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Porphyrine auf Furan-Basis: Tetraoxa[4n+2]porphyrin-Dikationen mit 18π-, 22π- bzw. 26π-Elektronensystem

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Section: Professor Dieter Seebach Gewidmetunclassified

Section: Professor Dieter Seebach Gewidmetmentioning

confidence: 99%

Section: Professor Dieter Seebach Gewidmetmentioning

confidence: 99%

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Porphyrine auf Furan-Basis: Tetraoxa[4n+2]porphyrin-Dikationen mit 18π-, 22π- bzw. 26π-Elektronensystem

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Highly Efficient Synthesis of Linear Pyrrole Oligomers by Twofold Heck Reactions

et al. 2001

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The twofold Heck reaction of the vinylpyrroles 3a and 3b with the iodobenzenes 4a-c led to the linear pyrrole oligomers 5, 6, and 7. The synthesis of both symmetrical and unsymmetrical oligomers, such as 10a and 10b, was also accomplished by a Heck reaction of 8 and 9 and by a Heck reaction of 3a and 11 followed by a Wittig reaction and a second Heck reaction with 8. The pentacyclic oligomers 14 and 19 were prepared by a twofold Heck reaction of 13 with 4 and by a twofold Heck reaction of 15 with 16 followed by a Wittig reaction and a twofold Heck reaction with 8.

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Expanded Phthalocyanine Analogues: Synthesis and Characterization of New Triazole-Derived Annulenes Containing Six Heterocyclic Subunits

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A series of heteroannulenes 3a-f containing four subunits of isoindole, two 1,2,4-triazole moieties, and six aza bridges have been synthesized by dimerization of the corresponding metallated, three-unit intermediates 5a-f. All these 28 pi-electron triazolephthalocyanine derivatives coordinate two metal ions within their central cavity and are the first examples of expanded heterophthalocyanines. Spectroscopic properties of these macrocycles show evidence for extended conjugation and antiaromaticity. The nature of the metal ions plays a definite role in the electronic properties of these derivatives.

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26π-Porphyrinoide: Moleküle mit exzeptionellen spektroskopischen Eigenschaften

Cited by 9 publications

References 21 publications

Porphyrine auf Furan-Basis: Tetraoxa[4n+2]porphyrin-Dikationen mit 18π-, 22π- bzw. 26π-Elektronensystem

Porphyrine auf Furan-Basis: Tetraoxa[4n+2]porphyrin-Dikationen mit 18π-, 22π- bzw. 26π-Elektronensystem

Highly Efficient Synthesis of Linear Pyrrole Oligomers by Twofold Heck Reactions

Expanded Phthalocyanine Analogues: Synthesis and Characterization of New Triazole-Derived Annulenes Containing Six Heterocyclic Subunits

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