Anion Binding Inside a Bambus[6]uril Macrocycle in Chloroform

J 2015

Anion Binding Inside a Bambus[6]uril Macrocycle in Chloroform

HAVEL, Václav and Vladimír ŠINDELÁŘ

Basic information

Original name

Anion Binding Inside a Bambus[6]uril Macrocycle in Chloroform

Authors

HAVEL, Václav (203 Czech Republic, belonging to the institution) and Vladimír ŠINDELÁŘ (203 Czech Republic, guarantor, belonging to the institution)

Edition

CHEMPLUSCHEM, WEINHEIM (GERMANY), Wiley - Verlag Chemie, 2015, 2192-6506

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10401 Organic chemistry

Country of publisher

Germany

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

URL

Impact factor

Impact factor: 2.836

RIV identification code

RIV/00216224:14310/15:00081318

Organization unit

Faculty of Science

DOI

http://dx.doi.org/10.1002/cplu.201500345

UT WoS

000364528600003

Keywords in English

anion recognition; host-guest systems; macrocycles; supramolecular chemistry

Abstract

V originále

Bambus[6]urils are a class of neutral anion receptors with outstanding binding properties in various solvents. The host-guest associations of bambusurils in aqueous environments have been investigated in detail, but their behavior in nonpolar solvents has not yet been reported. This paper presents isothermal calorimetry and (HNMR)-H-1 data on the binding of dodecabenzylbambus[6]uril (Bn12BU[6]) to seventeen anions in chloroform. Under these conditions, anion inclusion in the macrocycle appears to be enthalpy-driven, yielding complexes with stability constants of up to 10(10)m(-1). Perchlorate was optimally sized for inclusion in Bn12BU[6], while larger anions exhibited significantly lower affinity for the macrocycle. In addition, complexes of bambusuril and anions can be differentiated by NMR analysis based on the unique chemical shifts of characteristic peaks in their spectra. This finding was used to perform quantitative and qualitative analysis of multiple anion mixtures.

Links

GA13-15576S, research and development project

Name: Syntéza a supramolekulární vlastnosti bambusurilů

Investor: Czech Science Foundation

LM2011028, research and development project

Name: RECETOX ? Národní infrastruktura pro výzkum toxických látek v prostředí

Investor: Ministry of Education, Youth and Sports of the CR

LO1214, research and development project

Name: Centrum pro výzkum toxických látek v prostředí (Acronym: RECETOX)

Investor: Ministry of Education, Youth and Sports of the CR

Citovat

HAVEL, Václav and Vladimír ŠINDELÁŘ. Anion Binding Inside a Bambus[6]uril Macrocycle in Chloroform. CHEMPLUSCHEM. WEINHEIM (GERMANY): Wiley - Verlag Chemie, 2015, vol. 80, No 11, p. 1601-1606. ISSN 2192-6506. Available from: https://dx.doi.org/10.1002/cplu.201500345.

@article{1321467,
   author = {Havel, Václav and Šindelář, Vladimír},
   article_location = {WEINHEIM (GERMANY)},
   article_number = {11},
   doi = {http://dx.doi.org/10.1002/cplu.201500345},
   keywords = {anion recognition; host-guest systems; macrocycles; supramolecular chemistry},
   language = {eng},
   issn = {2192-6506},
   journal = {CHEMPLUSCHEM},
   title = {Anion Binding Inside a Bambus[6]uril Macrocycle in Chloroform},
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   volume = {80},
   year = {2015}
}

TY  - JOUR
ID  - 1321467
AU  - Havel, Václav - Šindelář, Vladimír
PY  - 2015
TI  - Anion Binding Inside a Bambus[6]uril Macrocycle in Chloroform
JF  - CHEMPLUSCHEM
VL  - 80
IS  - 11
SP  - 1601-1606
EP  - 1601-1606
PB  - Wiley - Verlag Chemie
SN  - 21926506
KW  - anion recognition
KW  - host-guest systems
KW  - macrocycles
KW  - supramolecular chemistry
UR  - http://onlinelibrary.wiley.com/doi/10.1002/cplu.201500345/abstract;jsessionid=652F5507CDB81CAB25996438A0DC0635.f01t02?systemMessage=Wiley+Online+Library+will+be+unavailable+for+up+to+3+hours+on+Saturday+19th+March+2016+from++11%3A00-14%3A00+GMT+%2F+07%3A
L2  - http://onlinelibrary.wiley.com/doi/10.1002/cplu.201500345/abstract;jsessionid=652F5507CDB81CAB25996438A0DC0635.f01t02?systemMessage=Wiley+Online+Library+will+be+unavailable+for+up+to+3+hours+on+Saturday+19th+March+2016+from++11%3A00-14%3A00+GMT+%2F+07%3A
N2  - Bambus[6]urils are a class of neutral anion receptors with outstanding binding properties in various solvents. The host-guest associations of bambusurils in aqueous environments have been investigated in detail, but their behavior in nonpolar solvents has not yet been reported. This paper presents isothermal calorimetry and (HNMR)-H-1 data on the binding of dodecabenzylbambus[6]uril (Bn12BU[6]) to seventeen anions in chloroform. Under these conditions, anion inclusion in the macrocycle appears to be enthalpy-driven, yielding complexes with stability constants of up to 10(10)m(-1). Perchlorate was optimally sized for inclusion in Bn12BU[6], while larger anions exhibited significantly lower affinity for the macrocycle. In addition, complexes of bambusuril and anions can be differentiated by NMR analysis based on the unique chemical shifts of characteristic peaks in their spectra. This finding was used to perform quantitative and qualitative analysis of multiple anion mixtures.
ER  -

HAVEL, Václav and Vladimír ŠINDELÁŘ. Anion Binding Inside a Bambus[6]uril Macrocycle in Chloroform. \textit{CHEMPLUSCHEM}. WEINHEIM (GERMANY): Wiley - Verlag Chemie, 2015, vol.~80, No~11, p.~1601-1606. ISSN~2192-6506. Available from: https://dx.doi.org/10.1002/cplu.201500345.

Detailed Information on Publication Record