Generation-independent dimerization behavior of quadruple hydrogen-bond-containing oligoether dendrons

Organic Letters
Chun-Ho WongKong-Hung Sze

Abstract

[reaction: see text] A new series of self-assembling G1-G3 dendronized dimers bearing oligoether dendrons and a dimeric 2-ureido-4-pyrimidinone (UPy) quadruple hydrogen-bonding core were prepared and characterized. It was found that the nonpolar microenvironment created by the dendrons preserved the UPy unit in its DDAA tautomeric form. As a result, the stabilities of the dimers were exceptionally strong for all three generations (K(dim) > 2 x 10(7) M(-)(1) in CDCl(3) at 25 degrees C). Furthermore, the steric size of the dendrons did not exhibit a significant effect on their dimerization behavior.

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Citations

May 31, 2007·Chemical Communications : Chem Comm·Anne-Marie AlexanderPatrice Woisel
Aug 21, 2008·Bioorganic & Medicinal Chemistry·Chunmei GaoDerong Cao
Jul 17, 2014·Chemical Communications : Chem Comm·Jiatao YanAfang Zhang
Apr 18, 2012·Beilstein Journal of Organic Chemistry·Yagang Zhang, Steven C Zimmerman
May 29, 2012·Chemistry : a European Journal·Jens EckelmannUlrich Lüning
Jul 11, 2014·Chemical Communications : Chem Comm·Yu-Kui TianFeng Wang
May 3, 2008·Organic Letters·José E Betancourt, José M Rivera

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