Hrvatska znanstvena bibliografija (CROSBI)



Pregled bibliografske jedinice broj: 508087

Časopis

Autori: Blažek, Vesna; Bregović, Nikola; Mlinarić-Majerski, Kata; Basarić, Nikola
Naslov: Phosphate selective alkylenebisurea receptors: Structure-binding relationship
Izvornik: Tetrahedron (0040-4020) 67 (2011), 21; 3846-3857
Vrsta rada: članak
Ključne riječi: adamantanes ureas; anion; host molecules; NMR titration; UV-vis titration;
Sažetak:
New host molecules for anions, adamantane and alkyl urea derivatives substituted by naphthalene chromophores, were synthesized. Their binding with F-, Cl-, Br-, OAc-, HSO4-, NO3- and H2PO4- was investigated by UV-Vis, fluorescence and NMR spectroscopy. The anion binding ability of adamantyl bisurea derivatives was compared with the analogous host molecules, wherein the urea moieties are separated by flexible alkyl linkers of the same length, and adamantane monourea derivative. The host molecules show the highest selectivity towards F- and H2PO4-. The binding stoichiometry and the values of the association constants depend on the basicity of anions, availability of H-bonding sites, preorganization and rigidity of the hosts, as well as solvent polarity and H-bonding availability. Rigid adamantane receptors, compared to flexible analogues show increased selectivity for H2PO4-, whereas binding of OAc- is better with flexible receptors. The binding of OAc- and H2PO4- was investigated by microcalorimetry. The stoichiometries and the stability constants of the corresponding complexes obtained by this method were in good agreement compared to those determined by UV-Vis titrations. In both cases the enthalpic contribution to the overall complex stability was predominant.
Projekt / tema: 098-0982933-2911, 119-1191342-2960
Izvorni jezik: ENG
Rad je indeksiran u
bazama podataka:
Current Contents Connect (CCC)
Scopus
SCI-EXP, SSCI i/ili A&HCI
Science Citation Index Expanded (SCI-EXP) (sastavni dio Web of Science Core Collectiona)
Kategorija: Znanstveni
Znanstvena područja:
Kemija
URL Internet adrese: http://dx.doi.org/10.1016/j.tet.2011.03.096
http://pdn.sciencedirect.com/science?_ob=MiamiImageURL&_cid=271372&_user=3875467&_pii=S0040402011004595&_check=y&_origin=article&_zone=toolbar&_coverDate=27-May-2011&view=c&originContentFamily=serial&wchp=dGLbVlt-zSkzV&md5=6f68949ff58e6c0be0171222673f118d/1-s2.0-S0040402011004595-main.pdf
http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6THR-52HS5V0-4&_user=3875467&_coverDate=04%2F02%2F2011&_rdoc=1&_fmt=high&_orig=gateway&_origin=gateway&_sort=d&_docanchor=&view=c&_searchStrId=1738701819&_rerunOrigin=google&_acct=C000050661&_version=1&_urlVersion=0&_userid=3875467&md5=3a1c7b9531dfd924f30377156693e5a7&searchtype=a
Broj citata:
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DOI: 10.1016/j.tet.2011.03.096
URL cjelovitog teksta: http://dx.doi.org/10.1016/j.tet.2011.03.096
Google Scholar: Phosphate selective alkylenebisurea receptors: Structure-binding relationship
Upisao u CROSBI: eluksa@irb.hr (eluksa@irb.hr), 29. Ožu. 2011. u 15:11 sati