Tuning the selectivity of complementary quadruple hydrogen bonding

T.F.A. Greef, de; T.M. Felder; G. Ercolani; G.B.W.L. Ligthart; E.W. Meijer; R.P. Sijbesma

Tuning the selectivity of complementary quadruple hydrogen bonding

T.F.A. Greef, de
, T.M. Felder
, G. Ercolani
, G.B.W.L. Ligthart
, E.W. Meijer
, R.P. Sijbesma

Research output: Chapter in Book/Report/Conference proceeding › Conference contribution › Academic › peer-review

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Abstract

We have investigated the influence of the dimerization const. of quadruple hydrogen bonded 2-ureido-ureidopyrimidinone (UPy) dimer on the reversible complexation with 2,7-diamido-1,8-naphthyridine. Various new UPy derivs. have been synthesized bearing electron donating and electron withdrawing groups at the C6 position of the pyrimidinone ring. The reversible assocn. of these new UPy derivs. with 2,7-diamido-1,8-naphthyridine was investigated with UV-Vis titrns. From these titrns., it appears that UPy derivs. bearing an electron-donating dibutyl-amino group show an enhanced selectivity towards hetero-complexation with 2,7-diamido-1,8-naphthyridine. Finally, different UPy-NaPy AB monomers were prepd. and the influence of the increased selectivity on the supramol. ring-chain equil. of the resulting supramol. polymers was studied both by expt. and by theory.

Original language	English
Title of host publication	Abstracts of Papers, 237th ACS National Meeting, March 22-26, 2009, Salt Lake City, UT, United States
Pages	PMSE-420
Publication status	Published - 2009

Cite this

@inproceedings{90027c9cfbec47c7a6f810396e036a12,

title = "Tuning the selectivity of complementary quadruple hydrogen bonding",

abstract = "We have investigated the influence of the dimerization const. of quadruple hydrogen bonded 2-ureido-ureidopyrimidinone (UPy) dimer on the reversible complexation with 2,7-diamido-1,8-naphthyridine. Various new UPy derivs. have been synthesized bearing electron donating and electron withdrawing groups at the C6 position of the pyrimidinone ring. The reversible assocn. of these new UPy derivs. with 2,7-diamido-1,8-naphthyridine was investigated with UV-Vis titrns. From these titrns., it appears that UPy derivs. bearing an electron-donating dibutyl-amino group show an enhanced selectivity towards hetero-complexation with 2,7-diamido-1,8-naphthyridine. Finally, different UPy-NaPy AB monomers were prepd. and the influence of the increased selectivity on the supramol. ring-chain equil. of the resulting supramol. polymers was studied both by expt. and by theory.",

author = "\{Greef, de\}, T.F.A. and T.M. Felder and G. Ercolani and G.B.W.L. Ligthart and E.W. Meijer and R.P. Sijbesma",

year = "2009",

language = "English",

pages = "PMSE--420",

booktitle = "Abstracts of Papers, 237th ACS National Meeting, March 22-26, 2009, Salt Lake City, UT, United States",

}

TY - GEN

T1 - Tuning the selectivity of complementary quadruple hydrogen bonding

AU - Greef, de, T.F.A.

AU - Felder, T.M.

AU - Ercolani, G.

AU - Ligthart, G.B.W.L.

AU - Meijer, E.W.

AU - Sijbesma, R.P.

PY - 2009

Y1 - 2009

N2 - We have investigated the influence of the dimerization const. of quadruple hydrogen bonded 2-ureido-ureidopyrimidinone (UPy) dimer on the reversible complexation with 2,7-diamido-1,8-naphthyridine. Various new UPy derivs. have been synthesized bearing electron donating and electron withdrawing groups at the C6 position of the pyrimidinone ring. The reversible assocn. of these new UPy derivs. with 2,7-diamido-1,8-naphthyridine was investigated with UV-Vis titrns. From these titrns., it appears that UPy derivs. bearing an electron-donating dibutyl-amino group show an enhanced selectivity towards hetero-complexation with 2,7-diamido-1,8-naphthyridine. Finally, different UPy-NaPy AB monomers were prepd. and the influence of the increased selectivity on the supramol. ring-chain equil. of the resulting supramol. polymers was studied both by expt. and by theory.

AB - We have investigated the influence of the dimerization const. of quadruple hydrogen bonded 2-ureido-ureidopyrimidinone (UPy) dimer on the reversible complexation with 2,7-diamido-1,8-naphthyridine. Various new UPy derivs. have been synthesized bearing electron donating and electron withdrawing groups at the C6 position of the pyrimidinone ring. The reversible assocn. of these new UPy derivs. with 2,7-diamido-1,8-naphthyridine was investigated with UV-Vis titrns. From these titrns., it appears that UPy derivs. bearing an electron-donating dibutyl-amino group show an enhanced selectivity towards hetero-complexation with 2,7-diamido-1,8-naphthyridine. Finally, different UPy-NaPy AB monomers were prepd. and the influence of the increased selectivity on the supramol. ring-chain equil. of the resulting supramol. polymers was studied both by expt. and by theory.

M3 - Conference contribution

SP - PMSE-420

BT - Abstracts of Papers, 237th ACS National Meeting, March 22-26, 2009, Salt Lake City, UT, United States

ER -

Tuning the selectivity of complementary quadruple hydrogen bonding

Abstract

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