1996
DOI: 10.1021/ja961227q
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Synthesis of Tetraphenyltetraacenaphthoporphyrin:  A New Highly Conjugated Porphyrin System with Remarkably Red-Shifted Electronic Absorption Spectra

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Cited by 81 publications
(76 citation statements)
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References 18 publications
(23 reference statements)
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“…M II TPTANP complexes were reported by Lash [2][3][4][5] to have the reddest shifted B (or Soret) bands ever observed for a porphyrinoid. The quest for red-shifted Q bands coupled with intense absorbances has been triggered by both industrial uses and for photodynamic therapy.…”
Section: Introductionmentioning
confidence: 99%
“…M II TPTANP complexes were reported by Lash [2][3][4][5] to have the reddest shifted B (or Soret) bands ever observed for a porphyrinoid. The quest for red-shifted Q bands coupled with intense absorbances has been triggered by both industrial uses and for photodynamic therapy.…”
Section: Introductionmentioning
confidence: 99%
“…10 Porphyrins 1 and 2 are, therefore, far surpassed in terms of Soret red-shifts by, for instance, tetraaryltetraacenaphthoporphyrins, whose Soret bands reach as far as 550 nm and above. 15 However, the locations of extremely strong and narrow Q-bands make 1 and 2 almost ideally suited for biological in vivo applications, such as PDT, where absorption between 630 and 800 nm, in the so-called "near infrared window of tissue", is highly desirable. Another interesting and useful feature of 1 and 2 is that, compared to the corresponding TPPs and Ph 4 TBPs, they exhibit large increases in the oscillator strengths (I λ ) of the Q-bands versus Soret bands.…”
mentioning
confidence: 99%
“…These are mainly two known modifica tions of the method: pyrrole condensation with aldehyde in a boiling solvent containing an organic acid on contact with atmospheric oxygen (Adler method) 27,117,118 or con densation catalyzed by an acid or BF 3 etherate under mild conditions to give porphyrinogen, which is subsequently oxidized without isolation (or with isolation) to porphyrin with benzоquinone derivatives (Lindsey method). [119][120][121][122][123][124][125] Owing to high stability against oxidation, porphyrinogens can be isolated in a pure state and then oxidized to por phyrins.…”
Section: Methodsmentioning
confidence: 99%