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Synthesis in an ionic liquid is known as ionothermal synthesis to distinguish it from hydrothermal preparations, which take place in water and other molecular solvents, see: Cooper, E. R.; Andrews, C. D.; Wheatley, P. S.; Webb, P. B.; Wormald, P.; Morris, R. E. Nature 2004, 430, 1012-1016.
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Experiments run in a single-mode cavity dedicated reactor Biotage Initiator. Temperature measured externally on the outside vessel wall by an IR sensor
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Experiments run in a single-mode cavity dedicated reactor Biotage Initiator. Temperature measured externally on the outside vessel wall by an IR sensor.
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13C NMR analysis as described in our recent publications. See refs 13, 17e, g and: (a) Cheshev, P.; Dondoni, A.; Marra, A. Org. Biomol. Chem. 2006, 4, 3225-3227.
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For the isolation and X-ray structure determination of such intermediate from a model click reaction, see: (a) Nolte, C, Mayer, P, Straub, B. F. Angew. Chem, Int. Ed. 2007, 46, 2101-2103
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For the isolation and X-ray structure determination of such intermediate from a model click reaction, see: (a) Nolte, C.; Mayer, P.; Straub, B. F. Angew. Chem., Int. Ed. 2007, 46, 2101-2103.
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50149091711
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The same mechanism cannot operate by using calix[4]arene alkynes. Accordingly we observed that a sluggish reaction takes place between an upper rim tetra-ethynyl-calix[4]arene and a C-glycosylmethyl azide see ref 17e
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The same mechanism cannot operate by using calix[4]arene alkynes. Accordingly we observed that a sluggish reaction takes place between an upper rim tetra-ethynyl-calix[4]arene and a C-glycosylmethyl azide (see ref 17e).
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A referee suggested that more than a single copper atom is involved in the reaction, i.e, dinuclear alkynyl copper(I) complexes, as reported in recent papers, see ref 21 and (a) Ahlquist, M, Fokin, V. V. Organometallics 2007, 26, 4389-4391
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A referee suggested that more than a single copper atom is involved in the reaction, i.e., dinuclear alkynyl copper(I) complexes, as reported in recent papers, see ref 21 and (a) Ahlquist, M.; Fokin, V. V. Organometallics 2007, 26, 4389-4391.
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For a review, see b
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For a review, see (b) Bock, V. D.; Hiemstra, H.; van Maarseveen, J. H. Eur. J. Org. Chem. 2006, 51-68.
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The glycocluster 9 was transformed into the free hydroxy sugar derivative 9-OH (see Supporting Information).
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The glycocluster 9 was transformed into the free hydroxy sugar derivative 9-OH (see Supporting Information).
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A tris-sialoside was isolated in 13% yield as previously observed when the reaction of 2 and 8 was carried out in DMF. See ref 17g
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A tris-sialoside was isolated in 13% yield as previously observed when the reaction of 2 and 8 was carried out in DMF. See ref 17g.
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We found that the cycloaddition in IL 4 at 80°C between a C-glucosyl acetylene and a 6-azido-glucoside described in our previous work (ref 13) required 16 h under thermal heating and only 2 h using MW dielectric heating.
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We found that the cycloaddition in IL 4 at 80°C between a C-glucosyl acetylene and a 6-azido-glucoside described in our previous work (ref 13) required 16 h under thermal heating and only 2 h using MW dielectric heating.
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