2013
DOI: 10.1002/cctc.201300490
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Direct Reductive Amination of Aldehydes Catalyzed by Carbon Nanotube/Gold Nanohybrids

Abstract: Gold digger: The direct reductive amination of aldehydes catalyzed by gold/carbon‐nanotube nanohybrids with a silane as a hydride source is reported.

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Cited by 43 publications
(16 citation statements)
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“…In this context, we have exploited the robustness of CNTs and their ability to stabilize a metal’s transient higher oxidation states17 in the development of an AuCNT nanohybrid in which Au nanoparticles were stabilized by a polyanionic–polycationic two‐layer assembly around CNTs (Figure 1). The exceptional catalytic efficiency of this nanohybrid in comparison to other supported and colloidal AuNPs has been demonstrated in the oxidation of silanes,12 alcohols,13 and phenols,14 and in the reductive amination15 and N‐formylation of aldehydes 16. Building on this work, we desired to develop an efficient methodology for the synthesis of quinoxalines from 1,2‐ketoalcohols and 1,2‐diols by using our AuCNT catalyst under simple and mild conditions.…”
Section: Aucnt‐catalyzed One‐pot Synthesis Of Quinoxalines From Aromamentioning
confidence: 99%
“…In this context, we have exploited the robustness of CNTs and their ability to stabilize a metal’s transient higher oxidation states17 in the development of an AuCNT nanohybrid in which Au nanoparticles were stabilized by a polyanionic–polycationic two‐layer assembly around CNTs (Figure 1). The exceptional catalytic efficiency of this nanohybrid in comparison to other supported and colloidal AuNPs has been demonstrated in the oxidation of silanes,12 alcohols,13 and phenols,14 and in the reductive amination15 and N‐formylation of aldehydes 16. Building on this work, we desired to develop an efficient methodology for the synthesis of quinoxalines from 1,2‐ketoalcohols and 1,2‐diols by using our AuCNT catalyst under simple and mild conditions.…”
Section: Aucnt‐catalyzed One‐pot Synthesis Of Quinoxalines From Aromamentioning
confidence: 99%
“…A number of AuNP-CNT hybrids have been reported mainly for sensing [19] and more recently, for catalytic applications [20][21][22][23][24][25]. For advanced catalysis strong covalent bonding between the support and AuNP [26] is required in order to obtain stable structures, resistant to successive physical processing during the catalytic and recycling or continuous flow processes.…”
Section: Page 4 Of 38mentioning
confidence: 99%
“…In FTIR spectrum of material MWCNT_SH@Au_cat, the changes on materials after catalysis are not so evident, just the disappearance of the small band at near 1250 cm -1 was observed, possibly due to some leaching or reduction of the amide bond ( Fig. 3) [21].…”
mentioning
confidence: 96%
“…From the state of being a catalytically inert or ineffective transition metal, gold has emerged in recent years as an attractive catalyst for a variety of organic transformations, especially after downsizing into nanometer‐sized particles 15. Recently, we disclosed the superior catalytic activity of carbon nanotube (CNT)‐supported nanogold in the oxidation of silanes,16 alcohols,17 and phenols18 and the reductive amination of aldehydes 19. CNTs were chosen as a support owing to their low cost, high surface area, tunable topography, inertness, and their extraordinary stability and ability to stabilize transient higher oxidation states of the supported metal 20…”
Section: Optimization Of the Reaction Conditions For The Aucnt‐catalymentioning
confidence: 99%