Syntheses, spectroscopic properties and stereochemistry of Bis-C-Pivot macrocycles with two Dialkyl Phosphonate groups
Bilge, S. and Kilic, Z. and Davies, David B. (2011) Syntheses, spectroscopic properties and stereochemistry of Bis-C-Pivot macrocycles with two Dialkyl Phosphonate groups. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 81 (1), pp. 441-448. ISSN 1386-1425.
Bis-C-pivot macrocycles containing dimethyl (1a, 2a) or diethyl phosphonate (1b, 2b) groups have been prepared by adding dimethyl or diethyl phosphite to two–CH = N bonds in corresponding dibenzo-bis-imino crown ethers (1 and 2). Bis-C-pivot macrocycles posses two equivalent stereogenic centres giving rise to diastereoisomers (meso and racemate). The structures were characterized by elemental analysis, FTIR, MS, TGA, DSC and NMR measurements. 1H, 13 C and 31P NMR assignments were made for the isolated meso form of compounds 2a and 2b and for the meso and racemic forms of compounds 1a and 1b by analysis of chemical shifts, signal intensities and splitting patterns and the DEPT and 2D HETCOR NMR techniques. Thermal analysis and 1H NMR showed that the crystallised form of compound 1a contained an equimolar amount of water of crystallisation.
|Keyword(s) / Subject(s):||Bis-C-pivot macrocycles, bisphosphonates, diastereoisomers, NMR assignments, meso form, racemic form|
|School:||Birkbeck Schools and Departments > School of Science > Biological Sciences|
|Date Deposited:||24 Jun 2011 07:53|
|Last Modified:||17 Apr 2013 12:21|
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