Adamantane-bearing benzylamines and benzylamides: novel
building blocks for supramolecular systems with finely tuned
binding properties towards beta-cyclodextrin

J 2013

Adamantane-bearing benzylamines and benzylamides: novel building blocks for supramolecular systems with finely tuned binding properties towards beta-cyclodextrin

ROUCHAL, Michal; Alena MATELOVÁ; Fabiana Pires de CARVALHO; Robert BERNAT; Dragan GRBIĆ et al.

Základní údaje

Originální název

Adamantane-bearing benzylamines and benzylamides: novel building blocks for supramolecular systems with finely tuned binding properties towards beta-cyclodextrin

Autoři

ROUCHAL, Michal; Alena MATELOVÁ; Fabiana Pires de CARVALHO; Robert BERNAT; Dragan GRBIĆ; Ivo KUŘITKA; Martin BABINSKÝ; Radek MAREK ; Richard ČMELÍK a Robert VÍCHA

Vydání

Supramolecular Chemistry, Oxon, Taylor & Francis, 2013, 1061-0278

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10404 Polymer science

Stát vydavatele

Velká Británie a Severní Irsko

Utajení

není předmětem státního či obchodního tajemství

Odkazy

DOI: 10.1080/10610278.2013.783916

Impakt faktor

Impact factor: 2.132

Označené pro přenos do RIV

Ano

Kód RIV

RIV/00216224:14740/13:00068114

Organizační jednotka

Středoevropský technologický institut

DOI

https://doi.org/10.1080/10610278.2013.783916

UT WoS

000320020400005

Klíčová slova anglicky

adamantane; amines; cyclodextrins; binding properties; host–guest systems

Štítky

rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 9. 4. 2014 01:34, Olga Křížová

Anotace

V originále

Novel building blocks for the synthesis of supramolecular components based on adamantane-bearing benzylamines were prepared. The binding properties of these amines and the corresponding acetamides towards b-cyclodextrin (b-CD) were studied using mass spectrometry, NMR spectrometry, isothermal titration calorimetry and semi-empirical calculations. It was found that all of the examined guests predominantly formed 1:1 inclusion complexes in an enthalpy-driven manner with association constants of the order of 102 – 103 M21. Stronger binding to the b-CD cavity was observed for guests with a longer spacer between the adamantane and benzene moieties and/or a 1,4-disubstituted benzene ring.

Návaznosti

ED1.1.00/02.0068, projekt VaV

Název: CEITEC - central european institute of technology

Citovat

ROUCHAL, Michal; Alena MATELOVÁ; Fabiana Pires de CARVALHO; Robert BERNAT; Dragan GRBIĆ; Ivo KUŘITKA; Martin BABINSKÝ; Radek MAREK; Richard ČMELÍK a Robert VÍCHA. Adamantane-bearing benzylamines and benzylamides: novel building blocks for supramolecular systems with finely tuned binding properties towards beta-cyclodextrin. Supramolecular Chemistry. Oxon: Taylor & Francis, 2013, roč. 25, č. 6, s. 349-361. ISSN 1061-0278. Dostupné z: https://doi.org/10.1080/10610278.2013.783916.

@article{1103092,
   author = {Rouchal, Michal and Matelová, Alena and Carvalho, Fabiana Pires de and Bernat, Robert and Grbić, Dragan and Kuřitka, Ivo and Babinský, Martin and Marek, Radek and Čmelík, Richard and Vícha, Robert},
   article_location = {Oxon},
   article_number = {6},
   doi = {https://doi.org/10.1080/10610278.2013.783916},
   keywords = {adamantane; amines; cyclodextrins; binding properties; host–guest systems},
   language = {eng},
   issn = {1061-0278},
   journal = {Supramolecular Chemistry},
   title = {Adamantane-bearing benzylamines and benzylamides: novel building blocks for supramolecular systems with finely tuned binding properties towards beta-cyclodextrin},
   url = {http://dx.doi.org/10.1080/10610278.2013.783916},
   volume = {25},
   year = {2013}
}

TY  - JOUR
ID  - 1103092
AU  - Rouchal, Michal - Matelová, Alena - Carvalho, Fabiana Pires de - Bernat, Robert - Grbić, Dragan - Kuřitka, Ivo - Babinský, Martin - Marek, Radek - Čmelík, Richard - Vícha, Robert
PY  - 2013
TI  - Adamantane-bearing benzylamines and benzylamides: novel building blocks for supramolecular systems with finely tuned binding properties towards beta-cyclodextrin
JF  - Supramolecular Chemistry
VL  - 25
IS  - 6
SP  - 349-361
EP  - 349-361
PB  - Taylor & Francis
SN  - 10610278
KW  - adamantane
KW  - amines
KW  - cyclodextrins
KW  - binding properties
KW  - host–guest systems
UR  - http://dx.doi.org/10.1080/10610278.2013.783916
L2  - http://dx.doi.org/10.1080/10610278.2013.783916
N2  - Novel building blocks for the synthesis of supramolecular components based on adamantane-bearing benzylamines were prepared. The binding properties of these amines and the corresponding acetamides towards b-cyclodextrin (b-CD) were studied using mass spectrometry, NMR spectrometry, isothermal titration calorimetry and semi-empirical calculations. It was found that all of the examined guests predominantly formed 1:1 inclusion complexes in an enthalpy-driven manner with association constants of the order of 102 – 103 M21. Stronger binding to the b-CD cavity was observed for guests with a longer spacer between the adamantane and benzene moieties and/or a 1,4-disubstituted benzene ring.
ER  -

ROUCHAL, Michal; Alena MATELOVÁ; Fabiana Pires de CARVALHO; Robert BERNAT; Dragan GRBI$\backslash$'C; Ivo KUŘITKA; Martin BABINSKÝ; Radek MAREK; Richard ČMELÍK a Robert VÍCHA. Adamantane-bearing benzylamines and benzylamides: novel building blocks for supramolecular systems with finely tuned binding properties towards beta-cyclodextrin. \textit{Supramolecular Chemistry}. Oxon: Taylor \&{} Francis, 2013, roč.~25, č.~6, s.~349-361. ISSN~1061-0278. Dostupné z: https://doi.org/10.1080/10610278.2013.783916.

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