Lattice interactions and aggregation in solution-can the two be related?

Jack M. Harrowfield; Gael Schaeffer

doi:10.1016/j.tetlet.2014.10.142

Lattice interactions and aggregation in solution-can the two be related?

Jack M. Harrowfield, Gael Schaeffer^*

^*Corresponding author for this work

Synthetic Organic Chemistry

Research output: Contribution to journal › Article › Academic › peer-review

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Abstract

Comparison is made of the crystal structures of two different solvates of a molecule containing both H-bond donor and acceptor sites, which is found either as a monomer or a hexamer. The solid state features are analysed with respect to the behaviour seen in solutions in the same solvents as found in the crystal lattices. Dimethylsulfoxide appears to be particularly effective in preventing aggregation not only through H-bond acceptance but also through contacts at S which may block H-bond acceptor sites adjacent to donors. (C) 2014 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	7076-7081
Number of pages	6
Journal	Tetrahedron Letters
Volume	55
Issue number	51
DOIs	https://doi.org/10.1016/j.tetlet.2014.10.142
Publication status	Published - 17-Dec-2014

Keywords

Supramolecular chemistry
Self-assembly
Crystal structure
Hydrogen bond
ORGANIC-MOLECULES
AROMATIC INTERACTIONS
HYDROGEN-BONDS
HALOGEN BOND
CHEMISTRY
SOLVATION
CRYSTALS
INSIGHTS
WATER

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@article{e58e6d62c6e2484bb602b9a8b64accc4,

title = "Lattice interactions and aggregation in solution-can the two be related?",

abstract = "Comparison is made of the crystal structures of two different solvates of a molecule containing both H-bond donor and acceptor sites, which is found either as a monomer or a hexamer. The solid state features are analysed with respect to the behaviour seen in solutions in the same solvents as found in the crystal lattices. Dimethylsulfoxide appears to be particularly effective in preventing aggregation not only through H-bond acceptance but also through contacts at S which may block H-bond acceptor sites adjacent to donors. (C) 2014 Elsevier Ltd. All rights reserved.",

keywords = "Supramolecular chemistry, Self-assembly, Crystal structure, Hydrogen bond, ORGANIC-MOLECULES, AROMATIC INTERACTIONS, HYDROGEN-BONDS, HALOGEN BOND, CHEMISTRY, SOLVATION, CRYSTALS, INSIGHTS, WATER",

author = "Harrowfield, {Jack M.} and Gael Schaeffer",

year = "2014",

month = dec,

day = "17",

doi = "10.1016/j.tetlet.2014.10.142",

language = "English",

volume = "55",

pages = "7076--7081",

journal = "Tetrahedron Letters",

issn = "0040-4039",