Water as a reaction medium for clean chemical processes

Wu, Wei; Keh, C. C. K.; Li, Chao‐Jun; Varma, Rajender S.

doi:10.1007/s10098-004-0262-y

Cited by 49 publications

(22 citation statements)

References 90 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Compared to conventional chemical processes, the use of water as solvent in esterification reactions would be a great advantage, as water is cheap and environmentally benign (Moniruzzaman et al, 2008;Wei et al, 2005). Moreover, many biocatalytic processes use water-organic solvent biphasic systems as reaction media (Cunnah et al, 1996;Gröger et al, 2006;Taden et al, 2003).…”

Section: Introductionmentioning

confidence: 99%

Miniemulsion as efficient system for enzymatic synthesis of acid alkyl esters

Barros

Fonseca

Aschenbrenner

et al. 2010

Biotech & Bioengineering

View full text Add to dashboard Cite

The aim of this work is to devise an efficient enzymatic process for the production of linear alkyl esters in aqueous miniemulsion systems. The esterification reactions of linear alcohols and carboxylic acids were performed with three different enzymes, commercial Amano lipase PS from Pseudomonas cepacia, Lipase type VII from Candida rugosa, and lyophilized Fusarium solani pisi cutinase expressed in Saccharomyces cerevisiae SU50. The miniemulsion system shows a high potential for the synthesis of linear alkyl esters, for example, hexyl octanoate, which could be synthesized with an ester yield of 94% using Amano lipase PS. Even with hydrophilic alcohols as ethanol, ethyl decanoate could be obtained with a concentration of 0.45 M and a yield of 62% using F. s. pisi cutinase as catalyst. High esterification rates for ethyl- and hexyloleate in miniemulsion showed a significant shift in cutinase selectivity towards longer chain length carboxylic acids. The stepwise addition of the alcohol led to an increase of the esterification yield. Moreover, increasing the amount of dispersed organic phase, mainly consisting of the substrates, led to a significant increase of the final ester concentration (e.g., concentration of 1.4 M for ethyl decanoate for the esterification with Amano Lipase PS).

show abstract

Section: Introductionmentioning

confidence: 99%

Miniemulsion as efficient system for enzymatic synthesis of acid alkyl esters

Barros

Fonseca

Aschenbrenner

et al. 2010

Biotech & Bioengineering

View full text Add to dashboard Cite

show abstract

“…In recent years, the number of reports of free radical reactions that use water has increased [1][2][3][4][5][6][7][8][9]. Free radical reactions are an important class of synthetic reactions that have been traditionally performed in organic solvents.…”

Section: Introductionmentioning

confidence: 99%

“…Chemical methods used to generate carbon-centred radicals include so called "building block" reactions of free radical chemistry, such as hydrogen atom transfer reactions [2,3], Barton-McCombie deoxygenation reactions [3,4], free radical additions to double bonds [2,4], Fenton type reactions [3] and thermal homolysis of organometallic compounds such as certain chromium species [16]. Application of this method for generation of free radicals will be discussed further in section 3.…”

Section: Introductionmentioning

confidence: 99%

Recent Advances in Free Radical Chemistry of C-C Bond Formation in Aqueous Media: From Mechanistic Origins to Applications

Perchyonok¹,

Lykakis

2008

MROC

View full text Add to dashboard Cite

Recent advances in free radical chemistry have expanded the versatility and flexibility of carbon-carbon bond formation in water or aqueous media. This review highlights the substantial progress, which has been made in the last decade to "tame" the reactive free radical species in aqueous phase reactions. This review focused on recent advances in several classes of widely useful free radical reactions in water leading to the formation of C-C bonds. The review will also explore the recent advances in performing stereo-selective free radical reactions in an aqueous medium and its application in synthesis of natural and unnatural amino acids, preparation of novel materials and solid support chemistry. Some practical hints for help design high yielding free radical reactions in aqueous medium are also presented.In aqueous media carbon centred free radicals are typically generated by either chemical, photolysis or radiolysis methods. These methods are briefly discussed below and the criteria for the selection of a radical initiator and hydrogen donor are discussed in section 3 and 5 respectively.

show abstract

“…7, 8 When water is heated well above its boiling point in a sealed vessel, or under microwave-mediated condition organic substrate may be more soluble. 9 This has prompted the development of new synthetic protocols [10][11][12] involving both water and microwaves.…”

mentioning

confidence: 99%

An Efficient Synthesis of Pyrrolocoumarins and Pyrroloquinolones by Acid-Catalysed Cyclisation of Acetylenic Amines in Water

Majumdar¹,

Ponra²,

Hazra³

et al. 2011

Synthesis

View full text Add to dashboard Cite

S y n t h e s i s o f P y r r o l o c o u m a r i n s a n d P y r r o l o q u i n o l o n e s Abstract: A simple H + -catalysed cyclisation of acetylenic amines for the synthesis of pyrrolocoumarins and pyrroloquinolones under conventional heating or microwave irradiation has been achieved. The reaction requires inexpensive catalyst and simple yet clean reaction conditions and offers potentially bioactive heterocycles in 82-95% yields.

show abstract

Water as a reaction medium for clean chemical processes

Cited by 49 publications

References 90 publications

Miniemulsion as efficient system for enzymatic synthesis of acid alkyl esters

Miniemulsion as efficient system for enzymatic synthesis of acid alkyl esters

Recent Advances in Free Radical Chemistry of C-C Bond Formation in Aqueous Media: From Mechanistic Origins to Applications

An Efficient Synthesis of Pyrrolocoumarins and Pyrroloquinolones by Acid-Catalysed Cyclisation of Acetylenic Amines in Water

Contact Info

Product

Resources

About