Synergistic effects in clathrate selectivity

Description

Thesis (MTech (Chemistry))-- Cape Peninsula University Technology, 2012 / The inclusion behaviour of a series of hydroxyl hosts with a variety of liquid guests has been
investigated. The host 9-(4-methoxyphenyl)-9H-xanthen-9-ol (A1), C20H16O3, forms
inclusion compounds with aniline (ANI), 3-picoline (3PIC), morpholine (MORPH), Nmethylacetamide
(NMA) and N-methylformamide (NMF). Their structures have been
elucidated and correlated with their thermal behaviour. The inclusion compounds A1ANI
and A1MORPH were successfully solved in space group P21/c, whereas A13PIC was
solved in 𝑃ī. Non-isothermal kinetics of desolvation were performed for A13PIC and
A1MORPH. The packing of A13PIC and A1MORPH is characterized by (Host)(Guest)
hydrogen bonds, whereas A1ANI is stabilised by (Host)(Host) hydrogen bonding. Three
structures were obtained for the host A1 and the guest N-methylacetamide, with structural
formulas of C20H16O3
C3H7NO (A1NMA), C20H16O3
2C3H7NO (A12NMA) and
2C20H16O3
2C3H7NO (2A12NMA). The packing of A1NMA, A12NMA and 2A12NMA
are characterized by (Host)-OHO-(Guest) and (Guest)-NHO-(Guest) hydrogen bonds,
which gave hydrogen bonding patterns of 𝐶2
2(7), 𝐶3
3(11) and 𝐶4
2(11) respectively. The hydrate
A1NMFH2O was successfully solved in the triclinic space group 𝑃ī. The A1NMFH2O
hydrogen bond pattern may be described according to Etter’s notation as 𝑅4
2(8) and 𝑅6
6(16).
The host 9-(3-methoxyphenyl)-9H-xanthen-9-ol (A2), C20H16O3, forms inclusion compounds
with morpholine (A2MORPH), N-methylacetamide (A2NMA) and N-methylformamide
(A2NMF), with host-guest ratios 1:1. The crystal structure of the apohost was solved in Pbca
with Z=8. The structures of A2MORPH and A2NMF were solved in 𝑃ī, whereas A2NMA
was solved in P21/n. The packing of these structures is stabilised by (Host)(Guest)
hydrogen bonds.
The host 5-(4-methoxyphenyl)-5H-dibenzo[a,d]cyclohepten-5-ol (A26), C22H18O2, forms
inclusion compounds with aniline (A26ANI) and morpholine (A26MORPH). A26MORPH
and A26ANI crystallised in the space groups Pc and 𝑃ī respectively. The packing of these
structures are characterized by (Host)-OHO-(Host) hydrogen bonding. A guest exchange
reaction was performed.
The host compounds 5-(4-chlorophenyl)-5H-dibenzo[a,d]cyclohepten-5-ol (C21H15OCl),
5-[3(trifluoromethyl)phenyl]-5H-dibenzo[a,d]cyclohepten-5-ol (C22H15OF3) and
5-(naphthalen-1-yl)-5H-dibenzo[a,d]cyclohepten-5-ol (C25H18O) form inclusion compounds
with morpholine. All three structures were solved in 𝑃ī with the host molecules hydrogen
bonded to the morpholine guests.

Links & Downloads

1. http://hdl.handle.net/20.500.11838/747

Tags

Clathrate compounds

Chemical structure

Reactivity (Chemistry)

Supramolecular chemistry

Clathrates

Dissertations, Academic

MTech

Theses, dissertations, etc

Additional Fields

Identifer	oai:union.ndltd.org:netd.ac.za/oai:union.ndltd.org:cput/oai:localhost:20.500.11838/747
Date	January 2012
Creators	Sayed, Amina
Contributors	Jacobs, Ayesha, Prof, Nassimbeni, Luigi R., Prof
Publisher	Cape Peninsula University of Technology
Source Sets	South African National ETD Portal
Language	English
Detected Language	English
Type	Thesis
Rights	http://creativecommons.org/licenses/by-nc-sa/3.0/za/