The crystal and molecular structures of 1-naphthylphenyliodonium tetrafluoroborate and 1-naphthylphenyliodonium tetrakis(pentafluorophenyl)gallate

Kaafarani, Bilal R.; Gu, Haiyan; Pinkerton, A. Alan; Neckers, Douglas C.

doi:10.1039/b202805k

Cited by 9 publications

(4 citation statements)

References 15 publications

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“…Numerous X-ray structures of aryliodonium salts have been reported in the older literature. The more recent structural studies include the X-ray structure reports on (2methoxy-5-methylphenyl)(4-methoxy-2-methylphenyl)iodonium trifluoroacetate, 692 diaryl zwitterionic iodonium compound PhI + C 6 H 4 -4-SO 2 N -Tf, 693 1-naphthylphenyliodonium tetrafluoroborate, and 1-naphthylphenyliodonium tetrakis(pentafluorophenyl)gallate 694 and the study of the structural and electronic characteristics of thienyl(aryl)iodonium triflates. 695 3.9.2.1.…”

Section: Aryl-and Heteroaryliodonium Saltsmentioning

confidence: 99%

Chemistry of Polyvalent Iodine

2008

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Section: Aryl-and Heteroaryliodonium Saltsmentioning

confidence: 99%

Chemistry of Polyvalent Iodine

2008

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“…14) with 4 molecules per unit cell in a similar manner as In-(C 5 F 4 N) 3 AE 2EtCN (Section 2.6). The tetrafluoropyridyl ligands reside in equatorial positions of a distorted trigonal bi-pyramid; Ga-C bond lengths do not deviate from those of covalent Ga-C (2c-2e) bonds [20][21][22][23][24][25][26][27]. Nitrogen and oxygen bonds of the linear, apical motif are elongated by approximately 10% compared with those in tetrahedral motifs (221.9(2) pm versus ca.…”

Section: Molecular Structure Of Hg(c 5 F 4 N)mentioning

confidence: 99%

Silver compounds in synthetic chemistry. Part 3. 4-Tetrafluoropyridyl silver(I), AgC5F4N – A reagent for redox transmetallations with group 12–14 elements

Tyrra

Aboulkacem

Pantenburg

2006

Journal of Organometallic Chemistry

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“…Figures S6 and S7). For comparison, the chemistry of bulky gallate anions seems limited to [Li{Cp* 3 Ti 3 O 3 (CH)} 2 ][PhLi(GaPh 3 {C 6 H 4 Me-4})], [Ga(CH 2 SiMe 3 ) 3 CH 5– m F m ][Li(PMDETA)] ( m = 1–3; PMDETA = N , N , N ′, N ″, N ″-pentamethyldiethylenetriamine) and complexes with the weakly coordinating anion [Ga(C 6 F 5 ) 4 ] − . − …”

Section: Resultsmentioning

confidence: 99%

The Alkylaluminate/Gallate Trap: Metalation of Benzene by Heterobimetallic Yttrocene Complexes [Cp*₂Y(MMe₃R)] (M = Al, Ga)

et al. 2021

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Yttrocene derivatives [Cp* 2 Y(MMe 4 )] (Cp* = C 5 Me 5 ; M = Al, Ga) and Cp* 2 Y[Me 3 Al{B(NDippCH) 2 }] (Dipp = C 6 H 3 iPr 2 -2,6) deprotonate benzene at elevated temperatures via the release of methane. The formation of [Cp* 2 Y(Me 2 MPh 2 )] (M = Al, Ga), Cp* 2 Y(MPh 4 ) (M = Al, Ga), Cp* 2 Y[Me 2 AlPh{B(NDippCH) 2 }], and Cp* 2 Y[AlPh 3 {B(NDippCH) 2 }] can be controlled via the temperature applied. The activation temperature and formation of the coordinatively unsaturated "reactive" [Cp* 2 YMe] strongly depend on the coordination strength of the displaceable Lewis acids [AlMe 3 ] 2 , GaMe 3 , and [Me 2 Al{B(NDippCH) 2 }] 2 . Hence, [Cp* 2 Y(AlMe 4 )] requires temperatures above 100 °C to metalate benzene, while Cp* 2 Y[AlMe 3 {B(NDippCH) 2 }] undergoes C−H-bond activation even at ambient temperatures. A kinetic deuterium isotope effect was observed for the reactions in C 6 D 6 solutions. Distinct differences in the stabilities of the bulky Group 13 anions ([Me 2 MPh 2 ] − , [MPh 4 ] − , [Me 3 Al{B(NDippCH) 2 }] − , [Me 2 AlPh{B(NDippCH) 2 }] − , and [AlPh 3 {B(NDippCH) 2 }] − ) are assessed by detailed studies of the coordination chemistry with tetrahydrofuran (THF) and by variable-temperature 1 H NMR spectroscopy. Thus, increased steric bulk or a reduced Lewis acidity of the Group 13 metal center promote temperature-sensitive dissociation of trivalent Group 13 alkyl entities. Consequently, compound Cp* 2 Y[AlPh 3 {B(NDippCH) 2 }] was found to engage in a dissociation equilibrium with [Cp* 2 YPh] and AlPh 2 {B(NDippCH) 2 } in a C 6 D 6 solution at ambient temperature. The reaction of Cp* 2 Y[AlPh 3 {B-(NDippCH) 2 }] with THF results in the concomitant formation of monometallic Cp* 2 YPh(THF) and the solvent-separated ion pair [Cp* 2 Y(THF) 2 ][AlPh 3 {B(NDippCH) 2 }].

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The crystal and molecular structures of 1-naphthylphenyliodonium tetrafluoroborate and 1-naphthylphenyliodonium tetrakis(pentafluorophenyl)gallate

Cited by 9 publications

References 15 publications

Chemistry of Polyvalent Iodine

Chemistry of Polyvalent Iodine

Silver compounds in synthetic chemistry. Part 3. 4-Tetrafluoropyridyl silver(I), AgC5F4N – A reagent for redox transmetallations with group 12–14 elements

The Alkylaluminate/Gallate Trap: Metalation of Benzene by Heterobimetallic Yttrocene Complexes [Cp*₂Y(MMe₃R)] (M = Al, Ga)

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The crystal and molecular structures of 1-naphthylphenyliodonium tetrafluoroborate and 1-naphthylphenyliodonium tetrakis(pentafluorophenyl)gallate

Cited by 9 publications

References 15 publications

Chemistry of Polyvalent Iodine

Chemistry of Polyvalent Iodine

Silver compounds in synthetic chemistry. Part 3. 4-Tetrafluoropyridyl silver(I), AgC5F4N – A reagent for redox transmetallations with group 12–14 elements

The Alkylaluminate/Gallate Trap: Metalation of Benzene by Heterobimetallic Yttrocene Complexes [Cp*2Y(MMe3R)] (M = Al, Ga)

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The Alkylaluminate/Gallate Trap: Metalation of Benzene by Heterobimetallic Yttrocene Complexes [Cp*₂Y(MMe₃R)] (M = Al, Ga)