Literature DB >> 16749800

Silicon carbide passive heating elements in microwave-assisted organic synthesis.

Jennifer M Kremsner1, C Oliver Kappe.   

Abstract

Microwave-assisted organic synthesis in nonpolar solvents is investigated utilizing cylinders of sintered silicon carbide (SiC)--a chemically inert and strongly microwave absorbing material--as passive heating elements (PHEs). These heating inserts absorb microwave energy and subsequently transfer the generated thermal energy via conduction phenomena to the reaction mixture. The use of passive heating elements allows otherwise microwave transparent or poorly absorbing solvents such as hexane, carbon tetrachloride, tetrahydrofuran, dioxane, or toluene to be effectively heated to temperatures far above their boiling points (200-250 degrees C) under sealed vessel microwave conditions. This opens up the possibility to perform microwave synthesis in unpolar solvent environments as demonstrated successfully for several organic transformations, such as Claisen rearrangements, Diels-Alder reactions, Michael additions, N-alkylations, and Dimroth rearrangements. This noninvasive technique is a particularly valuable tool in cases where other options to increase the microwave absorbance of the reaction medium, such as the addition of ionic liquids as heating aids, are not feasible due to an incompatibility of the ionic liquid with a particular substrate. The SiC heating elements are thermally and chemically resistant to 1500 degrees C and compatible with any solvent or reagent.

Entities:  

Year:  2006        PMID: 16749800     DOI: 10.1021/jo060692v

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  8 in total

Review 1.  Parallel microwave chemistry in silicon carbide microtiter platforms: a review.

Authors:  C Oliver Kappe; Markus Damm
Journal:  Mol Divers       Date:  2011-11-30       Impact factor: 2.943

2.  Microwave-based reaction screening: tandem retro-Diels-Alder/Diels-Alder cycloadditions of o-quinol dimers.

Authors:  Suwei Dong; Katharine J Cahill; Moon-Il Kang; Nancy H Colburn; Curtis J Henrich; Jennifer A Wilson; John A Beutler; Richard P Johnson; John A Porco
Journal:  J Org Chem       Date:  2011-10-07       Impact factor: 4.354

Review 3.  Controlled microwave heating in modern organic synthesis: highlights from the 2004-2008 literature.

Authors:  C Oliver Kappe; Doris Dallinger
Journal:  Mol Divers       Date:  2009-04-21       Impact factor: 2.943

4.  Parallel microwave chemistry in silicon carbide reactor platforms: an in-depth investigation into heating characteristics.

Authors:  Markus Damm; C Oliver Kappe
Journal:  Mol Divers       Date:  2009-06-23       Impact factor: 2.943

Review 5.  Prospects and Challenges of Microwave-Combined Technology for Biodiesel and Biolubricant Production through a Transesterification: A Review.

Authors:  Nur Atiqah Mohamad Aziz; Robiah Yunus; Dina Kania; Hamidah Abd Hamid
Journal:  Molecules       Date:  2021-02-03       Impact factor: 4.411

Review 6.  Microwave-assisted multicomponent reactions in heterocyclic chemistry and mechanistic aspects.

Authors:  Shivani Gulati; Stephy Elza John; Nagula Shankaraiah
Journal:  Beilstein J Org Chem       Date:  2021-04-19       Impact factor: 2.883

7.  Microwave effect for glycosylation promoted by solid super acid in supercritical carbon dioxide.

Authors:  Hiroshi Hinou; Naohiro Saito; Masato Ogawa; Takahiko Maeda; Shin-Ichiro Nishimura
Journal:  Int J Mol Sci       Date:  2009-12-08       Impact factor: 6.208

8.  Characterization of microwave-induced electric discharge phenomena in metal-solvent mixtures.

Authors:  Wen Chen; Bernhard Gutmann; C Oliver Kappe
Journal:  ChemistryOpen       Date:  2012-02-10       Impact factor: 2.911

  8 in total

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