Synthesis and reactivity of new functionalized Pd(II) cyclometallated complexes with boronic esters

Treatment of the monoimine (E)-N-benzylidene-2-(2,6-dichlorophenyl)ethanamine (1) with a stoichiometric amount of Pd(OAc) 2 in acetic acid at 60°C under nitrogen produced the corresponding acetato-bridged endo five-membered ortho-cyclopalladated dimer [Pd{C 6 H 4 CH=N(CH 2 ) 2 (2,6-Cl 2 C 6 H 3 )}(μ-OAc)] 2 (2), which was isolated in pure form in 80 % yield. Reaction of 2 with an excess of LiCl in acetone gave rise to the corresponding chlorido-bridged cyclopalladated dimer [Pd{C 6 H 4 CH=N(CH 2 ) 2 (2,6-Cl 2 C 6 H 3 )}(μ-

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Synthesis of Cyclopalladated Derivatives of (E)‐N‐Benzylidene‐2‐(2,6‐dichlorophenyl)ethanamine and Their Reactivity towards Monodentate and Symmetric Bidentate Lewis Bases

Albert

Bosque

D’Andrea

et al. 2011

Eur J Inorg Chem

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Insertion of Symmetric Alkynes into the σ[Pd–C(sp², Ferrocene)] Bond of Palladacycles with [C(sp², Ferrocene),N,S(Thienyl)]^– Pincer Ligands

et al. 2012

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A study of the reactivity of [Pd({(η5‐C5H3)–CH=N–(CH2)n–(C4H3S)}Fe{η5‐C5H5})Cl], n = 2 (1e) or 1 (1f), with symmetric alkynes R1–C≡C–R1 (R1 = CO2Me, Et or Ph) has allowed us to achieve the di‐μ‐chloro‐bridged complexes [Pd({(MeO2C–C=C–CO2Me)(η5‐C5H3)–CH=N–(CH2)n–(C4H3S)}Fe{η5‐C5H5})μ‐Cl]2, n = 2 (3e) or 1 (3f), and the mononuclear derivatives [Pd({(MeO2C–C=C–CO2Me)(η5‐C5H3)–CH=N–(CH2)n–(C4H3S)}Fe{η5‐C5H5})Cl(PPh3)], n = 2 (4e) or 1 (4f), [Pd({(R1–C=C–R1)2(η5‐C5H3)–CH=N–(CH2)n–(C4H3S)}Fe{η5‐C5H5})Cl],R1 = CO2Me, n = 2 (5e) or 1 (5f), R1 = Et, n = 2 (6e) or 1 (6f), or R1 = Ph, n = 2 (7e), and [Pd({(Ph–C=C–Ph)2(η5‐C5H3)–CH=N–(CH2)–(C4H3S)}Fe{η5‐C5H5})Cl(PPh3)] (7f·1/2Ph–C≡C–Ph). With MeO2C–C≡C–CO2Me, mono‐ (3e, 3f, 4e and 4f) and bis‐insertion complexes (5e and 5f) were obtained, whereas for R1–C≡C–R1 with R1 = Et or Ph, only bis‐insertion products (6e, 6f, 7e and 7f) were isolated. These studies also proved that 1e and 1f, which have a labile Pd–S(thienyl) bond, are more prone to undergo the insertion of R1–C≡C–R1 (R1 = CO2Me, Et or Ph) than their analogues with [C(sp2, ferrocene), N, X]– [X = O, N(amine) or S(thioether)] pincer ligands.

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Chemosensing of neurotransmitters with selectivity and naked eye detection of l-DOPA based on fluorescent Zn(ii)-terpyridine bearing boronic acid complexes

et al. 2021

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Synthesis and reactivity of new functionalized Pd(II) cyclometallated complexes with boronic esters

Cited by 3 publications

References 88 publications

Synthesis of Cyclopalladated Derivatives of (E)‐N‐Benzylidene‐2‐(2,6‐dichlorophenyl)ethanamine and Their Reactivity towards Monodentate and Symmetric Bidentate Lewis Bases

Synthesis of Cyclopalladated Derivatives of (E)‐N‐Benzylidene‐2‐(2,6‐dichlorophenyl)ethanamine and Their Reactivity towards Monodentate and Symmetric Bidentate Lewis Bases

Insertion of Symmetric Alkynes into the σ[Pd–C(sp², Ferrocene)] Bond of Palladacycles with [C(sp², Ferrocene),N,S(Thienyl)]^– Pincer Ligands

Chemosensing of neurotransmitters with selectivity and naked eye detection of l-DOPA based on fluorescent Zn(ii)-terpyridine bearing boronic acid complexes

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Synthesis and reactivity of new functionalized Pd(II) cyclometallated complexes with boronic esters

Cited by 3 publications

References 88 publications

Synthesis of Cyclopalladated Derivatives of (E)‐N‐Benzylidene‐2‐(2,6‐dichlorophenyl)ethanamine and Their Reactivity towards Monodentate and Symmetric Bidentate Lewis Bases

Synthesis of Cyclopalladated Derivatives of (E)‐N‐Benzylidene‐2‐(2,6‐dichlorophenyl)ethanamine and Their Reactivity towards Monodentate and Symmetric Bidentate Lewis Bases

Insertion of Symmetric Alkynes into the σ[Pd–C(sp2, Ferrocene)] Bond of Palladacycles with [C(sp2, Ferrocene),N,S(Thienyl)]– Pincer Ligands

Chemosensing of neurotransmitters with selectivity and naked eye detection of l-DOPA based on fluorescent Zn(ii)-terpyridine bearing boronic acid complexes

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Product

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Insertion of Symmetric Alkynes into the σ[Pd–C(sp², Ferrocene)] Bond of Palladacycles with [C(sp², Ferrocene),N,S(Thienyl)]^– Pincer Ligands