Abstract
A novel low-generation amide dendrimer bearing four ester groups as terminal branches was conveniently synthesised by three-step reactions including acylation, hydrolysis and condensation from benzoyl chloride. Crystal X-ray diffraction and NMR analysis confirmed that one ester group of the four branches with pseudosymmetry was shielded by a benzene ring while the others were much further away. This was a difference from conventional dendrimers with symmetric branch distribution.
References
1.
Wolinsky J.B.
, and
Grinstaff M.W.
, Adv. Drug Deliv. Rev. , 2008 , 60 , 1037 .
2.
Nanjwade B.K.
,
Bechra H.M.
,
Derkar G.K.
,
Manvi F.V.
, and
Nanjwade V.K.
, Eur. J. Pharm. Sci. , 2009 , 38 , 185 .
3.
Gillies E.R.
, and
Fréchet J.M.J.
, Drug Discov. Today , 2005 , 10 , 35 .
4.
Georgiev N.I.
,
Bojinov V.B.
, and
Nikolov P.S.
, Dyes Pigm. , 2009 , 81 , 18 .
5.
Balzani V.
,
Ceroni P.
,
Maestri M.
, and
Vicinelli V.
, Curr. Opin. Chem. Biol. , 2003 , 7 , 657 .
6.
Siqueira J.R.
Jr.
,
Abouzar M.H.
,
Poghossian A.
,
Zucolotto V.
,
Oliveira O.N.
Jr.
, and
Schöning M.J.
, Biosens. Bioelectron. , 2009 , 25 , 497 .
7.
Zeng Y.L.
,
Huang H.W.
,
Jiang J.H.
,
Tian M.N.
,
Li C.X.
,
Tang C.R.
,
Shen G.L.
, and
Yu R.Q.
, Anal. Chim. Acta , 2007 , 604 , 170 .
8.
Scholl M.
,
Kadlecova Z.
, and
Klok H.A.
, Prog. Polym. Sci. , 2009 , 34 , 24 .
9.
Fréchet J.M.J.
, Science , 1994 , 263 , 1710 .
10.
Hawker C.J.
, and
Fréchet J.M.J.
, J. Am. Chem. Soc. , 1990 , 112 , 7638 .
11.
Gomez M.V.
,
Guerra J.
,
Velders A.H.
, and
Crooks R.M.
, J. Am. Chem. Soc. , 2009 , 131 , 341 .
12.
Lee J.W.
,
Kim B.K.
,
Kim H.J.
,
Han S.C.
,
Shin W.S.
, and
Jin S.H.
, Macromolecules , 2006 , 39 , 2418 .
13.
Dodziuk H.
,
Demchuk O.M.
,
Schilf W.
, and
Dolgonos G.
, J. Mol. Struct. , 2004 , 693 , 145 .
14.
Hagemann J.P.
, and
Kaye P.T.
, Synth. Commun. , 1997 , 27 , 2539 .
15.
Uhrich K.E.
, and
Fréchet J.M.J.
, J. Chem. Soc. Perkin Trans. , 1992 , 1 , 1623 .
16.
Sheldrick G.M.
, SHELXS-97: Program for Crystal Structure Solution. University of Göttingen : Germany , 1997 .
17.
Sheldrick G.M.
, SHELXL-97: Program for Crystal Structure Refinement. University of Göttingen : Germany , 1997 .