Suggested Modifications to a Distillation-Free Solvent Purification System

Alaimo, Peter J.; Peters, David W.; Arnold, John; Bergman, Robert G.

doi:10.1021/ed078p64

Cited by 134 publications

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“…Anhydrous solvents were dried over activated alumina under nitrogen pressure and sparged with nitrogen before use. 47 N,N-dimethylisobutenylamine, 48 4-methyl-2-hexynol 49 , and 5-methyl-2-hexynol 50 were prepared according to published procedures.…”

Section: Resultsmentioning

confidence: 99%

Aza Cope Rearrangement of Propargyl Enammonium Cations Catalyzed By a Self-Assembled “Nanozyme”

et al. 2008

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Section: Resultsmentioning

confidence: 99%

Aza Cope Rearrangement of Propargyl Enammonium Cations Catalyzed By a Self-Assembled “Nanozyme”

et al. 2008

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“…Pentane (UV grade, alkene-free) was passed through a column of activated alumina (A1, 12 î 32, Purifry Co.) under nitrogen pressure and sparged with nitrogen before use. [30] Tetrahydrofuran and diethyl ether were distilled from purple sodium/benzophenone ketyl under nitrogen. [D 8 ]THF was vacuum-transferred from sodium/benzophenone ketyl and stored under an inert atmosphere.…”

Section: Methodsmentioning

confidence: 99%

Synthesis and Reactivity of the Monomeric Late‐Transition‐Metal Parent Amido Complex [Ir(Cp*)(PMe₃)(Ph)(NH₂)]

Rais

Bergman

2004

Chemistry A European J

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The late-transition-metal parent amido compound [Ir(Cp*)(PMe3)(Ph)(NH2)] (2) has been synthesized by deprotonation of the corresponding ammine complex [Ir(Cp*)(PMe3)(Ph)(NH3)][OTf] (6) with KN(SiMe3)2. An X-ray structure determination has ascertained its monomeric nature. Proton-transfer studies indicate that 2 can successfully deprotonate p-nitrophenylacetonitrile, aniline, and phenol. Crystallographic analysis has revealed that the ion pair [Ir(Cp*)(PMe3)(Ph)(NH3)][OPh] (8) exists as a hydrogen-bonded dimer in the solid state. Reactions of 2 with isocyanates and carbodiimides lead to overall insertion of the heterocumulenes into the N--H bond of the Ir-bonded amido group, demonstrating the ability of 2 to act as an efficient nucleophile. Intriguing reactivity is observed when amide 2 reacts with CO or 2,6-dimethylphenyl isocyanide. eta4-Tetramethylfulvene complexes [Ir(eta4-C5Me4CH2)(PMe3)(Ph)(L)] (L=CO (15), CNC6H3-2,6-(CH3)2 (16)) are formed in solution through displacement of the amido group by the incoming ligand followed by deprotonation of a methyl group on the Cp* ring and liberation of ammonia. Conclusive evidence for the presence of the Ir-bonded eta4-tetramethylfulvene moiety in the solid state has been provided by an X-ray diffraction study of complex 16.

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“…Dichloromethane, tetrahydrofuran, and toluene were dried by passage through a column of neutral alumina under nitrogen prior to use. 27 …”

Section: Methodsmentioning

confidence: 99%

An Asymmetric Vinylogous Michael Cascade of Silyl Glyoximide, Vinyl Grignard, and Nitroalkenes via Long Range Stereoinduction

Boyce

Johnson

2016

J. Org. Chem.

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A diastereoselective auxiliary-mediated vinylation/[1,2]-Brook rearrangement/vinylogous Michael cascade of silyl glyoximide, vinylmagnesium bromide, and nitroalkenes is described. The reaction occurs with complete regio- and diastereocontrol in good yield. The diastereoselectivity is induced by a rare instance of 1,7-chirality transfer that is hypothesized to arise from a trans-multihetero-decalin transition state.

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Suggested Modifications to a Distillation-Free Solvent Purification System

Abstract: A number of modifications to a previously published distillation-free solvent purification system are suggested. The recommended changes result in a substantial savings of cost, space, and time. Several problems encountered in the purification of ethereal solvents are discussed.

Cited by 134 publications

References 1 publication

Aza Cope Rearrangement of Propargyl Enammonium Cations Catalyzed By a Self-Assembled “Nanozyme”

Aza Cope Rearrangement of Propargyl Enammonium Cations Catalyzed By a Self-Assembled “Nanozyme”

Synthesis and Reactivity of the Monomeric Late‐Transition‐Metal Parent Amido Complex [Ir(Cp*)(PMe₃)(Ph)(NH₂)]

An Asymmetric Vinylogous Michael Cascade of Silyl Glyoximide, Vinyl Grignard, and Nitroalkenes via Long Range Stereoinduction

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Suggested Modifications to a Distillation-Free Solvent Purification System

Abstract: A number of modifications to a previously published distillation-free solvent purification system are suggested. The recommended changes result in a substantial savings of cost, space, and time. Several problems encountered in the purification of ethereal solvents are discussed.

Cited by 134 publications

References 1 publication

Aza Cope Rearrangement of Propargyl Enammonium Cations Catalyzed By a Self-Assembled “Nanozyme”

Aza Cope Rearrangement of Propargyl Enammonium Cations Catalyzed By a Self-Assembled “Nanozyme”

Synthesis and Reactivity of the Monomeric Late‐Transition‐Metal Parent Amido Complex [Ir(Cp*)(PMe3)(Ph)(NH2)]

An Asymmetric Vinylogous Michael Cascade of Silyl Glyoximide, Vinyl Grignard, and Nitroalkenes via Long Range Stereoinduction

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Product

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About

Synthesis and Reactivity of the Monomeric Late‐Transition‐Metal Parent Amido Complex [Ir(Cp*)(PMe₃)(Ph)(NH₂)]