2005
DOI: 10.1039/b412906g
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Diels–Alder chemistry at furan ring functionalized solid surfaces

Abstract: A substrate-independent method for Diels-Alder chemistry at solid surfaces is described for the first time.

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Cited by 66 publications
(62 citation statements)
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“…Examples devised in the past include; epoxide-, [20] anhydride-, [22] carboxylic acid-, [23] cyano-, [24] hydroxyl-, [25] furfuryl-, [26] amine-, [27] pyridine-, [28] thiol-, [29] perfluoroalkyl-, [30] perfluoromethylene-, [31] and trifluoromethyl- [32] functionalized surfaces. Although previous attempts have been made to plasma-deposit aldehyde groups from precursors such as acrolein, [33][34][35] acetaldehyde, [36] or benzaldehyde, [37] they have all suffered from poor aldehyde group incorporation due to either extensive fragmentation of the monomer or the absence of a polymerizable carboncarbon double bond.…”
Section: Introductionmentioning
confidence: 99%
“…Examples devised in the past include; epoxide-, [20] anhydride-, [22] carboxylic acid-, [23] cyano-, [24] hydroxyl-, [25] furfuryl-, [26] amine-, [27] pyridine-, [28] thiol-, [29] perfluoroalkyl-, [30] perfluoromethylene-, [31] and trifluoromethyl- [32] functionalized surfaces. Although previous attempts have been made to plasma-deposit aldehyde groups from precursors such as acrolein, [33][34][35] acetaldehyde, [36] or benzaldehyde, [37] they have all suffered from poor aldehyde group incorporation due to either extensive fragmentation of the monomer or the absence of a polymerizable carboncarbon double bond.…”
Section: Introductionmentioning
confidence: 99%
“…[7] The degree of functional group retention was shown to depend on the plasma conditions used. For PECVD, increased functional retention is generally achieved by lowering the power input or by performing a downstream deposition, strategies which typically result in lowering film deposition rates.…”
Section: Introductionmentioning
confidence: 99%
“…Compounds 3,5,7,9, were obtained exclusively when two equivalents of furfuryl amines were reacted separately with 1a -1d. Compounds 11, and 12 were similarly prepared from maleimides 1f and 1 g. (2) ,4,4a,5,8,8a,9, 4,4,4a,5,8,8a,9, ,4,4a,5,8,8a,9, General method of preparation of compounds (13)(14)(15)(16)(17)(18)(19)(20)(21)(22) …”
Section: Chemistrymentioning
confidence: 99%
“…Furan ring on the other hand is very common in natural products and pharmaceuticals. The synthetic application of Diels -Alder chemistry to furan derivatives has been extensively studied and successfully exploited in conventional organic solvents [7,8]. Synthesis of substituted 7-oxa-norborn-2-enes by reaction of maleic anhydride and furfuryl alcohol has opened a new chapter for interesting biologically active molecules [9 -11].…”
Section: Introductionmentioning
confidence: 99%