Porphyrins. 14. Synthesis and properties of 1-substituted derivatives of 5,10,15,20-tetraphenylporphyrin

Ponomarev, G. V.; Maravin, G. B.

doi:10.1007/bf00513288

Cited by 13 publications

(15 citation statements)

References 5 publications

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“…Conversely, those next to the CONH group resonate at 6.79 and 6.93 ppm for E-10 and Z-10, respectively. This order of shifts is congruent with those for the CH protons in the β-acryl derivatives E-8 and Z-8 (7.41 and 6.90 ppm for the β-attached CH protons, 6.55 and 5.65 ppm for those linked to the carbonyl group, respectively) [38] and is due to a ring current effect of the neighbouring tetrapyrrole ring.…”

Section: Synthesis and Characterization Of Dyadssupporting

confidence: 77%

“…The silica gel 60 (0.040-0.063 mm) from Merck was utilized for column chromatography. Porphyrins 1-4 [37] and porphyrins 5-9 [38] were synthesized according to the procedures described in the respective literature. 1 H NMR spectra were recorded on Bruker DPX 300 MHz spectrometer in CDCl 3 ; chemical shifts δ H are expressed in parts per million relative to TMS as an internal standard.…”

Section: Methodsmentioning

confidence: 99%

“…The porphyrin 2 was converted into a Cu complex 5 and then the introduction of formyl group into the porphyrin macrocycle by Vilsmeier reaction was performed for a further functionalization of the macrocycle. [38] Thus, formylation of Cu porphyrin 5 with POCl 3 -DMF in refluxing 1,2-dichloroethane gave (β-formylmeso-tetraphenylporphyrinato)copper(II) (6) as the main product which was isolated in 88% yield after column chromatography.…”

Section: Synthesis Of Porphyrinsmentioning

confidence: 99%

“…[38] This condensation afforded two porphyrins which were separated by column chromatography on silica gel using benzene as eluent. The mass spectrum (MALDI-TOF) of porphyrin products mixture exhibited the only signal of parent ion at m/z 760.22 that allowed us attributing them to the two isomers of acrylic acid ester 7.…”

Section: Synthesis Of Porphyrinsmentioning

confidence: 99%

“…The protons of alkenyl substituent were represented by a pair of doublets with spinspin coupling constants equal to 15 Hz for E-isomer and 12 Hz for Z-isomer of porphyrin 9 that corresponds to the published data. [38,41] Once in hand, the key functionally substituted porphyrin derivatives 4, E-9 and Z-9 were used to prepare covalently linked porphyrin dyads with different configuration of double bond in a spacer group.…”

Section: Synthesis Of Porphyrinsmentioning

confidence: 99%

See 4 more Smart Citations

Synthesis of Covalently Linked Porphyrin Heterodimers with Potential Use in the Solar Energy Conversion Devices

Konovalova¹,

Kirienko²,

Luzgina³

2012

MHC

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Section: Synthesis and Characterization Of Dyadssupporting

confidence: 77%

Section: Methodsmentioning

confidence: 99%

Section: Synthesis Of Porphyrinsmentioning

confidence: 99%

Section: Synthesis Of Porphyrinsmentioning

confidence: 99%

Section: Synthesis Of Porphyrinsmentioning

confidence: 99%

See 3 more Smart Citations

Synthesis of Covalently Linked Porphyrin Heterodimers with Potential Use in the Solar Energy Conversion Devices

Konovalova¹,

Kirienko²,

Luzgina³

2012

MHC

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Synthese und optische Eigenschaften endständig substituierter konjugierter Polyene mit Bicyclo[2.2.2]octan als Spacer

Effenberger

Kesmarszky

1992

Chem. Ber.

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The conjugated polyenes 10, 11, and 17 respectively, with 9-anthryl-and 2-tetraphenylporphyrinyl (TPP) terminal groups and a bicyclooctane unit incorporated into the polyene chain were synthesized by Wittig olefinations. In all cases it was possible to obtain the all-(4 compounds from the (Q/(Z)-isomeric mixtures by chromatographic purification and several recrystallizations. From the UV/Vis spectra the separation of the TPP group and the polyene chain in 10, 11, and 17 can be deduced whereas in 10 and 11 the two conjugated double bonds are amalgamated into the anthryl group. In 17 the anthryl group is electronically separated from the polyene chain, and a selective excitation therefore is possible. Untersuchungen zum Energietransfer in molekularen Sy

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Darstellung und optische Eigenschaften endständig substituierter Polyene mit Androstan als Spacer

Effenberger

Strobel

1993

Chem. Ber.

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The conjugated polyenes 10, 11, 21, 22, and 26 with 9-anthryl and 2-tetraphenylporphyrinyl (TPP) terminal groups and an androstane unit incorporated into the polyene chain were synthesized by Wittig or Wittig-type olefinations. In most but not all cases the desired all-(E) isomers could be obtained from the (E)/(Z)-isomeric mixtures by chromatographic purification.From the UV/Vis spectra it is concluded that in all cases the TPP group and the polyene chain are electronically separated, whereas the 9-anthryl residue and the connected dienyl moiety in 10 and 11 are electronically amalgamated. In 21, 22, and 26 a selective excitation of the anthryl group, the TPP moiety, and the polyene is possible. a) die Verbindungen 10 und 11, bei denen der Spacer in das konjugierte Polyen eingebaut ist und b) die Verbindungen 21 und 22, bei denen der Spacer an einem Ende direkt rnit dem Donor, dem 9-Anthryl-Rest, und am anderen Ende rnit der Polyenkette verknupft ist. Darstellung der Polyene 10 und 11TPP-Polyene 10 und 11 ist in Schema 1 zusammengefaat.Die Darstellung der Steroid-verbruckten Anthracen-

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Porphyrins. 14. Synthesis and properties of 1-substituted derivatives of 5,10,15,20-tetraphenylporphyrin

Cited by 13 publications

References 5 publications

Synthesis of Covalently Linked Porphyrin Heterodimers with Potential Use in the Solar Energy Conversion Devices

Synthesis of Covalently Linked Porphyrin Heterodimers with Potential Use in the Solar Energy Conversion Devices

Synthese und optische Eigenschaften endständig substituierter konjugierter Polyene mit Bicyclo[2.2.2]octan als Spacer

Darstellung und optische Eigenschaften endständig substituierter Polyene mit Androstan als Spacer

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