Water in Organocatalytic Processes: Debunking the Myths

Blackmond, Donna G.; Armstrong, Alan; Coombe, Vyv; Wells, Andrew S.

doi:10.1002/anie.200604952

Cited by 390 publications

(169 citation statements)

References 9 publications

(3 reference statements)

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“…Steric hindrance on both coupling partners, however, resulted in yields of ca. 20% (14)(15)(16)(17). The use of 2,6-dimethylphenol, hindered at both sides, considerably reduces the reactivity, and coupling products with 4-iodoanisole and 2-iodotoluene were obtained in 37% and 22% yield respectively (18)(19).…”

Section: Arylation Of Phenolsmentioning

confidence: 99%

Green alternative solvents for the copper-catalysed arylation of phenols and amides

et al. 2016

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Section: Arylation Of Phenolsmentioning

confidence: 99%

Green alternative solvents for the copper-catalysed arylation of phenols and amides

et al. 2016

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“…The Twelve Principles of GC are qualitative prescriptions and should be considered together in the evaluation of the greenness, because alterations of the conditions for executing the reactions may have different consequences with respect to different principles Á the greenness may improve with reference to some of them but worsen with reference to others (9).…”

Section: The Basic Idea Of Green Star (Gs)mentioning

confidence: 99%

“Green Star”: a holistic Green Chemistry metric for evaluation of teaching laboratory experiments

Ribeiro

Costa

Machado

2010

Green Chemistry Letters and Reviews

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This paper presents a new semi-quantitative metric, Green Star (GS), for evaluation of the global greenness of chemical reactions used in teaching laboratories. Its purpose is to help choose the more acceptable reactions for implementing Green Chemistry (GC) and to identify suitable modifications of protocols to improve the greenness of the chemistry practiced by students. GS considers globally, in principle, all the Twelve Principles of GC. The metric consists in the evaluation of the greenness of the reaction for each principle by pre-defined criteria, followed by graphical representation of the results in an Excel radar chart Á the fuller the chart, the higher degree of greenness. To illustrate the construction and the scope of the metric, a case study is presented Á the iron(II) oxalate dihydrate synthesis performed under several sets of conditions to pursue the implementation of greenness.

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“…have asserted ''water is only a truly green solvent if it can be directly discharged to a biological effluent treatment plant'' (83). Significantly, students should be taught that there is no single ''ideal solvent'' and that much research continues to develop new media that improve upon existing technologies (84,85).…”

Section: Discussionmentioning

confidence: 99%

A review of aqueous organic reactions for the undergraduate teaching laboratory

Dicks

2009

Green Chemistry Letters and Reviews

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This article summarizes the wide scope of aqueous organic reactivity from a pedagogical perspective. It is aimed at university instructors with the goal of promoting water as a solvent in academic institutions. Recently, extensive industrial and scholarly research has concerned development of organic reactions in aqueous media. Many examples are now possible in the student laboratory including carbonÁcarbon/carbonÁnitrogen bondforming reactions and functional group transformations (e.g. oxidations, reductions, and halohydrations). Experiments are summarized from the educational literature (journal articles and laboratory textbooks) and their green features are described. Using water as solvent often promotes significant rate enhancements and operational simplicity Á both of importance when training undergraduates during limited laboratory time. Environmental benefits of using water are additionally highlighted to students' first hand in relation to the Twelve Principles of Green Chemistry.

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Water in Organocatalytic Processes: Debunking the Myths

Cited by 390 publications

References 9 publications

Green alternative solvents for the copper-catalysed arylation of phenols and amides

Green alternative solvents for the copper-catalysed arylation of phenols and amides

“Green Star”: a holistic Green Chemistry metric for evaluation of teaching laboratory experiments

A review of aqueous organic reactions for the undergraduate teaching laboratory

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