The Search for the Least-Coordinating Anion

Reed, Robert W.; Xie, Zuowei; Manning, Janet; Mathur, Rajeev S.; Bau, Robert; Reed, Christopher A.

doi:10.1080/10426509408021915

Cited by 6 publications

(5 citation statements)

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“…They have excellent thermal stabilities (to over 150°C). 187 Other unusual silicon species have been isolated, such as a protonated silanol, tert-Bu 3 Si(OH 2 ) + , and a linear [R 3 Si-H-SiR 3 ] + cation. 187…”

Section: As Weakly Coordinating Anionsmentioning

confidence: 99%

“…Similarly, with the radical cation of hexabromo(phenyl)carbazole and [Ag(CB 11 H 6 Cl 6 -) 2 ] as the counterion the dimer (C 59 N) 2 was oxidized to the C 59 N + cation. 185,186 The weakly coordinating carborate anions seemed to be promising for the synthesis of a free silylium ion, 187 and many different combinations of substituents on the anion and …”

Section: Melimentioning

confidence: 99%

“…The weakly coordinating carborate anions seemed to be promising for the synthesis of a free silylium ion, and many different combinations of substituents on the anion and cation have been tried. Reactions [Ph 3 C + ][CB 11 H 6 X 6 ] with R 3 SiH (X = Cl, Br, I; R = Et, tert -Bu, i- Pr, tert- Bu 2 Me) led to R 3 Si(CB 11 H 6 X 6 ) with different degrees of silylium ion character.…”

Section: Applicationsmentioning

confidence: 99%

“…Reactions [Ph 3 C + ][CB 11 H 6 X 6 ] with R 3 SiH (X = Cl, Br, I; R = Et, tert -Bu, i- Pr, tert- Bu 2 Me) led to R 3 Si(CB 11 H 6 X 6 ) with different degrees of silylium ion character. The first isolated free silylium ion was [Mes 3 Si][HCB 11 Me 5 Br 6 ] . Other unusual silicon species have been isolated, such as a protonated silanol, tert- Bu 3 Si(OH 2 ) + , and a linear [R 3 Si-H-SiR 3 ] + cation …”

Section: Applicationsmentioning

confidence: 99%

“…The first isolated free silylium ion was [Mes 3 Si][HCB 11 Me 5 Br 6 ] . Other unusual silicon species have been isolated, such as a protonated silanol, tert- Bu 3 Si(OH 2 ) + , and a linear [R 3 Si-H-SiR 3 ] + cation …”

Section: Applicationsmentioning

confidence: 99%

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Chemistry of the Carba-closo-dodecaborate(−) Anion, CB₁₁H₁₂^-

2006

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Section: As Weakly Coordinating Anionsmentioning

confidence: 99%

Section: Melimentioning

confidence: 99%

Section: Applicationsmentioning

confidence: 99%

Section: Applicationsmentioning

confidence: 99%

Section: Applicationsmentioning

confidence: 99%

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Chemistry of the Carba-closo-dodecaborate(−) Anion, CB₁₁H₁₂^-

2006

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Aromatic Phosphenium Cations

Denk

Gupta

Lough

1998

Euro J of Inorganic Chem

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The aromatic stabilization of cyclic phosphenium cations (general type C2N2P+) was studied by experimental methods (synthesis, multinuclear NMR, single crystal X‐ray crystallography) and quantum chemical calculations (ab initio methods). The structures of the 1,3,2‐diazaphosphole derivatives [(tBuN–CH=CH–NtBu)P+]Cl− (1), (tBuN–CH2–CH2–NtBu)P–Cl (2), [(tBuN–CH=CH–NtBu)P]+PF6− (3) and [(tBuN–CH2–CH2‐NtBu)]P+PF6− (4) were examined by single crystal X‐ray diffraction. The chloro phosphane [(tBuN–CH=CH–NtBu)P]+Cl− (1) has an ionic P–Cl bond and contains an aromatically stabilized phosphenium cation [shortest distance P···Cl = 275.9(2) pm], while the CC‐saturated compound (tBuN–CH2–CH2–NtBu)P–Cl (2) is covalent. The two chloro‐phosphanes 1 and 2 differ sharply in their volatility and solubility in organic solvents. Compound 2 is soluble in hydrocarbons and sublimes readily at 90 °C/0.1 Torr but 1 is insoluble in hexanes and not volatile below 180 °C/0.1 Torr. The degree of aromatic stabilization in the phosphenium cation 1 was investigated by ab initio methods. For the model cations [RN–CH2–CH2–NR]P+ and [(RN–CH=CH–NR)P]+, thermochemical stabilization energies of 25.8 kcal · mol−1 (R = H) and 28.1 kcal · mol−1 (R = Me) were obtained from isodesmic hydrogenation reactions at the RHF/MP2/6–31G*//RHF/6–31G* level.

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