Abstract
Ten novel molecular tweezers based on the 3,6-O-(2-acylhydrazinocarbonyl) esters of hyodeoxycholic acid have been synthesised using microwave irradiation. Their structures were established by 1H NMR, IR, MS spectra and elemental analysis. Their binding properties were examined by UV-Vis spectra titration. The preliminary results indicate that these molecular tweezers show good recognition properties for Cl-, Br-, I-.
References
1.
Kim S.G.
,
Kim K.H.
,
Jung J.
,
Shin S.K.
, and
Ahn K.H.
, J. Am. Chem. Soc. , 2002 , 124 , 591 .
2.
Zhang Y.H.
,
Yin Z.M.
,
Li Z.C.
,
He J.Q.
, and
Cheng J.P.
, Tetrahedron , 2007 , 63 , 7560 .
3.
Biavard E.
,
Favazza M.
,
Motta A.
,
Fragalà I.L.
,
Massera C.
,
Prodi L.
,
Montalti M.
,
Melegari M.
,
Condorelli G.G.
, and
Dalcanale E.
, J. Am. Chem. Soc. , 2009 , 131 , 7447 .
4.
Kim J.
,
Raman B.
, and
Ahn K.H.
, J. Org. Chem. , 2006 , 71 , 38 .
5.
Opatz T.
, and
Liskamp R.M.J.
, Org. Lett. , 2001 , 3 , 3499 .
6.
Zielinski T.
, and
Jurczak J.
, Tetrahedron , 2005 , 61 , 4081 .
7.
Balzani V.
,
Bandmann H.
,
Ceroni P.
,
Giansante C.
,
Hahn U.
,
Klärner F.G.
,
Müller U.
,
Müller W.M.
,
Verhaelen C.
,
Vicinelli V.
, and
Vögtle F.
, J. Am. Chem. Soc. , 2006 , 128 , 637 .
8.
Legouin B.
,
Uriac P.
,
Tomasi S.
,
Toupet L.
,
Bondon A.
, and
Weghe P.V.D.
, Org. Lett. , 2009 , 11 , 745 .
9.
Klärner F.G.
,
Kahlert B.
,
Nellesen A.
,
Zienau J.
,
Ochsenfeld C.
, and
Schrader T.
, J. Am. Chem. Soc. , 2006 , 128 , 4831 .
10.
Havllk M.
,
Král V.
,
Kaplánek R.
, and
Dolenský B.
, Org. Lett. , 2008 , 10 , 4767 .
11.
Azov V.A.
,
Gómez R.
, and
Stelten J.
, Tetrahedron , 2008 , 64 , 1909 .
12.
Sumerin V.
,
Schulz F.
,
Atsumi M.
,
Wang C.
,
Nieger M.
,
Leskela M.
,
Repo T.
,
Pyykko P.
, and
Rieger B.
, J. Am. Chem. Soc. , 2008 , 130 , 14117 .
13.
Kim K.S.
, and
Kim H.S.
, Tetrahedron , 2005 , 61 , 12366 .
14.
Naeimi H.
,
Moradi L.
, Catalysis Commun. , 2006 , 7 , 1067 .
15.
Shi P.Y.
,
Zhao Z.G.
,
Li X.R.
, and
Liu X.L.
, Chin. J. Org. Chem. , 2010 , 30 , 1220 (in chinese).
16.
Ramesh E.
,
Raghunathan R.
, Tetrahedron Lett. , 2008 , 49 , 1812 .
17.
Li X.R.
,
Zhao Z.G.
,
Cheng Y.Y.
, and
Li H.
, J. Chem. Res. , 2011 , 35 , 234 .
18.
Wu X.M.
,
Zhao Z.G.
,
Liu X.L.
,
Chen Y.
,
Zhao X.X.
, Chin. J. Org. Chem. , 2009 , 29 , 956 (in Chinese).
