Interactions of (η5-CpRu)-[12]cycloparaphenylene full-sandwich complexes with 9-methylguanine

Ypsilantis, Konstantinos; Tsolis, Theodoros; Garoufis, Achilleas

doi:10.1016/j.inoche.2021.108992

“…Thus far, only two metal-coordinating motifs have been established in CPPs: (1) the h 6 -coordination of metals to CPP phenylene rings, and (2) the chelation of metal cations to CPP-embedded 2,2 ′bipyridyl groups. Organometallic fragments such as M(CO) 3 (M = Cr, Mo, W) 17 and [M(Cp)] + (M = Ru) 18,19 have been shown to bind CPP phenylene rings in a face-on fashion, generating h 6complexes. In addition, 2,2 ′ -bipyridyl-embedded CPPs have been shown to chelate rstand second-row transition metals (M = Fe 2+ , Ru 2+ , Pd 2+ ).…”

Section: Introductionmentioning

confidence: 99%

Synthesis and metalation of polycatechol nanohoops derived from fluorocycloparaphenylenes

Kamin,

Clayton,

Otteson

et al. 2023

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Noncovalent Modification of Cycloparaphenylene by Catenane Formation Using an Active Metal Template Strategy**

Ishibashi,

Rondelli,

Shudo

et al. 2023

Angewandte Chemie

0

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The active metal template (AMT) strategy is a powerful tool for the formation of mechanically interlocked molecules (MIMs) such as rotaxanes and catenanes, allowing the synthesis of a variety of MIMs, including π‐conjugated and multicomponent macrocycles. Cycloparaphenylene (CPP) is an emerging molecule characterized by its cyclic π‐conjugated structure and unique properties. Therefore, diverse modifications of CPPs are expected for its wide application. However, most CPP modifications require early‐stage functionalization and the direct modification of CPPs is very limited. Herein, we report the synthesis of a catenane consisting of [9]CPP and a 2,2´‐bipyridine macrocycle as a new CPP analogue that contains a reliable synthetic scaffold enabling diverse and concise post‐modification. Following the AMT strategy, [9]CPP–bipyridine catenane was successfully synthesized through Ni‐mediated aryl–aryl coupling. Catalytic C–H borylation/cross‐coupling and metal complexation at bipyridine macrocycle moiety, an effective post‐functionalization method, were also demonstrated with [9]CPP–bipyridine catenane. Single crystal X‐ray structural analysis revealed that the [9]CPP–bipyridine catenane forms a tridentated complex with an Ag ion inside the CPP ring. This interaction significantly enhances phosphorescence lifetime through improved intermolecular interactions.

show abstract

Noncovalent Modification of Cycloparaphenylene by Catenane Formation Using an Active Metal Template Strategy**

Ishibashi,

Rondelli,

Shudo

et al. 2023

View full text Add to dashboard Cite

The active metal template (AMT) strategy is a powerful tool for the formation of mechanically interlocked molecules (MIMs) such as rotaxanes and catenanes, allowing the synthesis of a variety of MIMs, including π‐conjugated and multicomponent macrocycles. Cycloparaphenylene (CPP) is an emerging molecule characterized by its cyclic π‐conjugated structure and unique properties. Therefore, diverse modifications of CPPs are expected for its wide application. However, most CPP modifications require early‐stage functionalization and the direct modification of CPPs is very limited. Herein, we report the synthesis of a catenane consisting of [9]CPP and a 2,2´‐bipyridine macrocycle as a new CPP analogue that contains a reliable synthetic scaffold enabling diverse and concise post‐modification. Following the AMT strategy, [9]CPP–bipyridine catenane was successfully synthesized through Ni‐mediated aryl–aryl coupling. Catalytic C–H borylation/cross‐coupling and metal complexation at bipyridine macrocycle moiety, an effective post‐functionalization method, were also demonstrated with [9]CPP–bipyridine catenane. Single crystal X‐ray structural analysis revealed that the [9]CPP–bipyridine catenane forms a tridentated complex with an Ag ion inside the CPP ring. This interaction significantly enhances phosphorescence lifetime through improved intermolecular interactions.

show abstract

Interactions of (η5-CpRu)-[12]cycloparaphenylene full-sandwich complexes with 9-methylguanine

Cited by 5 publications

References 41 publications

Synthesis and metalation of polycatechol nanohoops derived from fluorocycloparaphenylenes

Synthesis and metalation of polycatechol nanohoops derived from fluorocycloparaphenylenes

Noncovalent Modification of Cycloparaphenylene by Catenane Formation Using an Active Metal Template Strategy**

Noncovalent Modification of Cycloparaphenylene by Catenane Formation Using an Active Metal Template Strategy**

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