1987
DOI: 10.1021/jo00380a012
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Synthesis and alkali-metal complexing abilities of crown ether tertiary alcohols

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1987
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Cited by 22 publications
(13 citation statements)
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“…The complexing ability of these compounds is sensitive to the configuration of the sugar moiety and to geometrical changes of the polyether ring. It has been shown that the presence of an additional hydroxyl group in the polyether ring may modify the formation of complexes and makes the introduction of a pendant arm possible (Pugia, Knudsen, Cason & Bartsch, 1987). These aspects were taken into account in our effort to prepare a new type of crown ether containing 1,6-anhydro-fl-D-glucopyranose as a chiral component.…”
mentioning
confidence: 99%
“…The complexing ability of these compounds is sensitive to the configuration of the sugar moiety and to geometrical changes of the polyether ring. It has been shown that the presence of an additional hydroxyl group in the polyether ring may modify the formation of complexes and makes the introduction of a pendant arm possible (Pugia, Knudsen, Cason & Bartsch, 1987). These aspects were taken into account in our effort to prepare a new type of crown ether containing 1,6-anhydro-fl-D-glucopyranose as a chiral component.…”
mentioning
confidence: 99%
“…The crude product was crystallized from EtOAc-hexanes (1 : 1) and washed with Et 2 O to give 3.99 g (61%) of white solid with mp 146-147 ЊC (lit. 22 sym-(Methoxy)dibenzo-14-crown-4 10. To a stirred suspension of NaH (0.61 g, 25.3 mmol) in dry THF (20 cm 3 ), a solution of 6 (4.00 g, 12.66 mmol) in dry THF (80 cm 3 ) was added at room temperature.…”
Section: Methodsmentioning
confidence: 99%
“…The high melting point of the cis-diol 9 monohydrate is consistent with a very stable monohydrate structure. 15,22 The molecular structures of the substituted dibenzo-14crown-4 compounds 6-11 are shown in Figs. 2-7, respectively.…”
Section: Solid-state Structuresmentioning
confidence: 99%
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“…anionic form of HDB14C4) resulting in its ring opening. One end of the cleaved epoxide would contain the attached CE while the other end would form a free OH group [32,37]. Free OH groups from epoxides can then be further modified to a COOH sidearm to form type 2 adsorbent.…”
Section: Mwcnt-ep Synthesis Via Epoxidation Of Mwcnt-coohmentioning
confidence: 99%