Cyclopropanation Reactions of Carbon Nanotubes1. Issue 20 (3rd June 2014)

• Record Type: Journal Article
• Authors: Syrgiannis, Zois; Hadad, Caroline; Prato, Maurizio
• Is Part Of: European journal of organic chemistry. Issue 20(2014)
• Page Start: 4225
• Page End: 4229
• Publication Date: 2014-06-03
• Subjects: Nanotubes -- Functionalization -- Cyclopropanation -- Hydrazones -- Diazo compounds; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201402311
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: Covalent functionalization of single‐ and multiwalled carbon nanotubes was performed by using a cyclopropanation reaction under classical heating conditions. The method involves the in situ formation of diazo intermediates, which are generated from tosylhydrazone precursors. The covalent functionalization of the pristine materials was evaluated with the use of characterization techniques such as thermogravimetric analysis and Raman spectroscopy. All compounds were also characterized by UV/Vis/near‐IR and transmission electron microscopy. Similar to the example of fullerene‐type derivatives, this procedure can produce new materials that may be appropriate for devices such as solar cells. Abstract : A new class of functionalized carbon nanotubes synthesized on the basis of in situ deprotected tosylhydrazones and the formation of cyclopropanated products is reported. A different product is obtained with different types of tosylhydrazones. This new class of functionalized carbon nanotubes is analogues to PC60BM materials and can find future use in plastic solar cells or flexible electronics.