Reactions of Coordinated Ligands. X. The Formation and Properties of a Tetradentate Macrocyclic Ligand by the Self-Condensation of <i>o</i>-Aminobenzaldehyde in the Presence of Metal Ions

Melson, Gordon A.; Busch, Daryle H.

doi:10.1021/ja01076a022

Cited by 95 publications

(22 citation statements)

References 6 publications

(6 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…CuTAAB(NO 3 ) 2 was synthesized by tetramerization of o-aminobenzaldehyde in the presence of Cu(II) nitrate [36]. Standard solutions of CuTAAB(NO 3 ) 2 , caffeic acid derivatives and flavonoids were prepared by dissolving their weighted amounts in warm freshly distilled water, with the exception of quercetin that was preliminarily dissolved in small volume of ethanol.…”

Section: сHemicalsmentioning

confidence: 99%

Complexstandardizationofsilica–multiherbalnanodispersed Phytosil Preparations

Lipkovska¹,

Барвинченко²,

Кartel³

2017

Him. Fiz. Tehnol. Poverhni

View full text Add to dashboard Cite

show abstract

Section: сHemicalsmentioning

confidence: 99%

Complexstandardizationofsilica–multiherbalnanodispersed Phytosil Preparations

Lipkovska¹,

Барвинченко²,

Кartel³

2017

Him. Fiz. Tehnol. Poverhni

View full text Add to dashboard Cite

show abstract

“…Even though this is not a 2:2 cyclization reaction because only a single starting material was used, four new bonds were formed as shown in Scheme 14 for the tetramer [34][35][36].…”

Section: Macrocyclic Compounds Formed By Four New Bondsmentioning

confidence: 99%

One‐step syntheses of macrocyclic compounds: A short review

Krakowiak

Izatt

Bradshaw

2001

Journal of Heterocyclic Chem

View full text Add to dashboard Cite

Macrocyclic ligands have been prepared by various one-step cyclooligomerization processes. This short review covers one-step cyclization reactions involving the formation of four to twenty or more new covalent bonds. The new macrocycles reviewed include cyclophanes, biscrown ethers, cryptands, macrolides, cage compounds, calixarenes, homocalixarenes, cucubiturils, and supercryptands all prepared by one-step syntheses.

show abstract

“…Figure 3 shows a number of variations on the use of the Schiff base condensation in macrocyclization reactions. One of the main products of self condensation of o-aminobenzaldehyde in the presence of a metal ion is the tetraanhydrotetramer (10). The complexes of this ligand (abbreviated TAAB) are discussed below.…”

Section: Figure 1 Preparation Of S9s'-o-xylyl-293-pentanedionebis(mementioning

confidence: 99%

Chemical Foundations for the Understanding of Natural Macrocyclic Complexes

Busch

Farmery

Goedken

et al. 1971

Advances in Chemistry

118

View full text Add to dashboard Cite

Studies on template effects, condensation reactions, oxida tive dehydrogenations, catalytic hydrogenations and ligand deprotonations have made it possible to synthesize almost any tetradentate macrocyclic ligand one might choose. The principle of multiple juxtapositional fixedness is ex plained and applied to metal binding in enzymes. The inflexibility of the metal ion site in the porphyrin ring is contrasted to those in synthetic macrocycles. TAAB, a related tetraazaannulene, can vary its inner site while other rings fold when the metal ion is too large. Many model compounds for high-spin, five-coordinate deoxyhemoglobin and deoxymyoglobin are presented. The Fe III -O-Fe III bridge is extremely hard to break when iron is bound to a tetraazaannulene (TAAB). Iron is a better catalyst for oxi dative dehydrogenation of its own ligand than is nickel.

show abstract

Reactions of Coordinated Ligands. X. The Formation and Properties of a Tetradentate Macrocyclic Ligand by the Self-Condensation of o-Aminobenzaldehyde in the Presence of Metal Ions

Cited by 95 publications

References 6 publications

Complexstandardizationofsilica–multiherbalnanodispersed Phytosil Preparations

Complexstandardizationofsilica–multiherbalnanodispersed Phytosil Preparations

One‐step syntheses of macrocyclic compounds: A short review

Chemical Foundations for the Understanding of Natural Macrocyclic Complexes

Contact Info

Product

Resources

About