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Heterolysis of Dihydrogen by Silver Alkoxides and Fluorides.

Heterolysis of Dihydrogen by Silver Alkoxides and Fluorides.

Chemistry (Weinheim an der Bergstrasse, Germany) (2015-06-11)

Brandon K Tate, Jenna T Nguyen, John Bacsa, Joseph P Sadighi

ABSTRACT

Alkoxide-bridged disilver cations react with dihydrogen to form hydride-bridged cations, releasing free alcohol. Hydrogenolysis of neutral silver fluorides affords hydride-bridged disilver cations as their bifluoride salts. These reactions proceed most efficiently when the supporting ligands are expanded N-heterocyclic carbenes (NHCs) derived from 6- and 7-membered cyclic amidinium salts. Kinetics studies show that silver fluoride hydrogenolysis is first-order in both silver and dihydrogen.

MATERIALS

Product Number

Brand

Product Description

Sigma-Aldrich

Tetrahydrofuran, JIS special grade, ≥99.5%

Sigma-Aldrich

Acetonitrile solution, contains 10.0% acetone, 0.05% formic acid, 40.0% 2-propanol

Sigma-Aldrich

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Sigma-Aldrich

Lithium aluminum hydride, hydrogen-storage grade

Sigma-Aldrich

Sodium tert-pentoxide solution, 1.4 M in THF

Sigma-Aldrich

Acetonitrile solution, contains 0.1 % (v/v) formic acid, suitable for HPLC

Sigma-Aldrich

Tetrahydrofuran, suitable for HPLC, ≥99.9%, inhibitor-free

Sigma-Aldrich

Tetrahydrofuran, anhydrous, ≥99.9%, inhibitor-free

Sigma-Aldrich

Acetonitrile solution, contains 0.05 % (v/v) trifluoroacetic acid

Sigma-Aldrich

Acetonitrile solution, contains 0.1 % (v/v) trifluoroacetic acid, suitable for HPLC

Sigma-Aldrich

1,4-Dimethoxybenzene, ReagentPlus^®, 99%

Sigma-Aldrich

Lithium aluminum hydride, ≥97.0% (gas-volumetric)

Sigma-Aldrich

Argon, ≥99.998%

Sigma-Aldrich

Tetrahydrofuran, anhydrous, contains 250 ppm BHT as inhibitor, ≥99.9%

Sigma-Aldrich

Rhein, technical grade

Sigma-Aldrich

1,4-Dimethoxybenzene, 99%, FG

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Lithium aluminum hydride, pellets, reagent grade, 95%

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Lithium aluminum hydride, powder, reagent grade, 95%

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Rhein

Sigma-Aldrich

Tetrahydrofuran, SAJ first grade, ≥99.0%

Sigma-Aldrich

Tetrahydrofuran, suitable for HPLC, contains no stabilizer

Sigma-Aldrich

Sodium tert-pentoxide solution, 40% in toluene

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Acetonitrile, HPLC Plus, ≥99.9%, poly-coated bottles

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Acetonitrile, for residue analysis, JIS 5000

Sigma-Aldrich

Acetonitrile, for chromatography

Sigma-Aldrich

Toluene, JIS special grade, ≥99.5%

Sigma-Aldrich

Benzene, JIS special grade, ≥99.5%

Sigma-Aldrich

Benzene, JIS 300, ≥99.5%, for residue analysis

Sigma-Aldrich

Benzene, SAJ first grade, ≥99.0%

Sigma-Aldrich

Acetonitrile, SAJ first grade, ≥99.0%