TY - JOUR
T1 - Nature of supramolecular complexes controlled by the structure of the guest molecules
T2 - Formation of octa acid based capsuleplex and cavitandplex
AU - Jayaraj, Nithyanandhan
AU - Zhao, Yaopeng
AU - Parthasarathy, Anand
AU - Porel, Mintu
AU - Liu, Robert S.H.
AU - Ramamurthy, V.
N1 - Copyright:
Copyright 2009 Elsevier B.V., All rights reserved.
PY - 2009/9/15
Y1 - 2009/9/15
N2 - Factors that govern inclusion of organic molecules within octa acid (OA), a synthetic deep cavity cavitand, have been delineated by examining the complexation behavior of a number of organic molecules with varying dimensions and functionalities with OA. The formation of two types of complexes has been noted: the one which we call cavitandplex is a partially open complex in which a part of the guest molecule remains exposed to water, and the other termed capsuleplex is formed through assembly of two OA molecules. In capsuleplex, the guest is protected from water. Generally, guest molecules that possess ionic head groups form cavitandplex, and all others form capsuleplex. Capsuleplex may contain one or two guest molecules within the capsule. Small organic molecules (<10 Å in length) may form both 2:1 and 2:2 capsuleplex, while longer ones (>12 Å) preferentially form 2:1 capsuleplex. Extensive 1H NMR experiments have been carried out to characterize host-guest complexes. In the absence of the guest,OAtends to aggregate in water. The extent of aggregation depends on the concentration of OA and the presence of salts in solution. We expect the information obtained from this study to be of great value in predicting the nature of complexes with a given guest and facilitating appropriate guest chosen by researchers.
AB - Factors that govern inclusion of organic molecules within octa acid (OA), a synthetic deep cavity cavitand, have been delineated by examining the complexation behavior of a number of organic molecules with varying dimensions and functionalities with OA. The formation of two types of complexes has been noted: the one which we call cavitandplex is a partially open complex in which a part of the guest molecule remains exposed to water, and the other termed capsuleplex is formed through assembly of two OA molecules. In capsuleplex, the guest is protected from water. Generally, guest molecules that possess ionic head groups form cavitandplex, and all others form capsuleplex. Capsuleplex may contain one or two guest molecules within the capsule. Small organic molecules (<10 Å in length) may form both 2:1 and 2:2 capsuleplex, while longer ones (>12 Å) preferentially form 2:1 capsuleplex. Extensive 1H NMR experiments have been carried out to characterize host-guest complexes. In the absence of the guest,OAtends to aggregate in water. The extent of aggregation depends on the concentration of OA and the presence of salts in solution. We expect the information obtained from this study to be of great value in predicting the nature of complexes with a given guest and facilitating appropriate guest chosen by researchers.
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U2 - 10.1021/la901367k
DO - 10.1021/la901367k
M3 - Article
C2 - 19496576
AN - SCOPUS:70349905081
VL - 25
SP - 10575
EP - 10586
JO - Langmuir
JF - Langmuir
SN - 0743-7463
IS - 18
ER -