2020
DOI: 10.1055/s-0040-1705979
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Porphyrinoids with Vinylene Bridges

Abstract: Porphyrinoids containing vinylene bridges, such as triphyrin(2.1.1), porphycene, porphyrin(2.1.2.1), and hexaphyrin(2.1.2.1.2.1), are a relatively new family of porphyrinoids. Vinylene bridges give porphyrinoids a lower symmetry and a flexibility of the framework and they permit cis/trans-isomerization reactions; these factors confer unique properties to these substances, such as coordination to metal ions and aromaticity switching. In this account, the synthesis, crystal structures, and properties of new porp… Show more

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Cited by 9 publications
(2 citation statements)
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“…668 Synthetic aspects and spectroscopic properties of [14]triphyrins(2.1.1) have been previously reviewed by some of us, 1 and others. 5,649,669,670 The synthesis of [14]triphyrins(2.1.1) can be performed in one step with 10-40% yields, by condensation reaction between a pyrrole n (Scheme 62, method A) and an aryl aldehyde in the presence of high concentration (1.2 equivalents) of BF 3 ÁOEt 2 . 668 An azafulvene or an azafulvenium cation have been proposed as feasible intermediates of the cyclization reaction to assemble the triphyrin(2.1.1) ring.…”
Section: Discussionmentioning
confidence: 99%
See 1 more Smart Citation
“…668 Synthetic aspects and spectroscopic properties of [14]triphyrins(2.1.1) have been previously reviewed by some of us, 1 and others. 5,649,669,670 The synthesis of [14]triphyrins(2.1.1) can be performed in one step with 10-40% yields, by condensation reaction between a pyrrole n (Scheme 62, method A) and an aryl aldehyde in the presence of high concentration (1.2 equivalents) of BF 3 ÁOEt 2 . 668 An azafulvene or an azafulvenium cation have been proposed as feasible intermediates of the cyclization reaction to assemble the triphyrin(2.1.1) ring.…”
Section: Discussionmentioning
confidence: 99%
“…668 Synthetic aspects and spectroscopic properties of [14]triphyrins(2.1.1) have been previously reviewed by some of us, 1 and others. 5,649,669,670…”
Section: Subporphyrinsmentioning
confidence: 99%