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Volumn 52, Issue 1, 2013, Pages 381-387

Quantitative emergence of hetero[4]rotaxanes by template-directed click chemistry

Author keywords

Cucurbiturils; Cyclodextrins; Kinetic covalent chemistry; Positive cooperativity; Self sorting

Indexed keywords

CLICK CHEMISTRY; COOPERATIVITY; COVALENT CHEMISTRY; CUCURBITURILS; CYCLOADDITIONS; ONE POT; POLYROTAXANES; QUANTITATIVE YIELDS; ROTAXANES; SELF-SORTING;

EID: 84867361675     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201205087     Document Type: Article
Times cited : (104)

References (110)
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    • Positive cooperativity has been demonstrated recently in the highly efficient template-directed syntheses under equilibrium control (imine bond formation) of oligorotaxanes all the way up to a [20]rotaxane where the molecular recognition driving the self-assembly process amounts to a combination of hydrogen bonding within the ring and p-p stacking interactions between them
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    • 2+⊃CB[6]
    • 2+⊃[CB[6][·]β-CD], suggesting that the co-conformational restrictions between CB[6]s and γ-CD are less effective.
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    • -1 to the host-guest binding for whatever reason, possibly the release of high energy water molecules from the β-CD cavity
    • -1 to the host-guest binding for whatever reason, possibly the release of high energy water molecules from the β-CD cavity.
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    • 1H NMR spectroscopies (see Supporting Information). This observation reveals that the hydrogen bonding interactions between CD and CB6. rings is a critical factor in rendering the templation of the rotaxane formation efficient
    • 1H NMR spectroscopies (see Supporting Information). This observation reveals that the hydrogen bonding interactions between CD and CB6. rings is a critical factor in rendering the templation of the rotaxane formation efficient.
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    • 4+) in HR-ESI mass spectrum
    • 4+) in HR-ESI mass spectrum.
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    • i protons peaks have slightly different intensities. This phenomenon is more significant (see Supporting Information) in the formation of 4·4Cl. This observation indicates that the "catalysis" of the 1,3-cycloaddition proceeds at different rates, depending on whether it happens inside CB rings next to the primary or the secondary faces of the CD rings
    • i protons peaks have slightly different intensities. This phenomenon is more significant (see Supporting Information) in the formation of 4·4Cl. This observation indicates that the "catalysis" of the 1,3-cycloaddition proceeds at different rates, depending on whether it happens inside CB rings next to the primary or the secondary faces of the CD rings.
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    • 1H NMR spectra. This 1:1 molar ratio implies that, while each triazole ring is encircled by a CB[6]. ring, each bitolyl unit is encircled by a CD ring
    • 1H NMR spectra. This 1:1 molar ratio implies that, while each triazole ring is encircled by a CB[6]. ring, each bitolyl unit is encircled by a CD ring.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.