Formation of hydrogen-bonded chains through inter- and intra-molecular hydrogen bonds by 5,5 '-dinitro-2,2 '-biphenol with a strong base of guanidine-like character and triethylamine

摘要

The complexes of 5,5'-dinitro-2,2'-biphenol (DNBPh) with 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD) and triethylamine (TEA) were studied by FTIR and H-1 NMR spectroscopy. In chloroform and in acetonitrile a proton transfer from DNBPh to N-bases (MTBD, TEA) occurs. In chloroform solution the protonated N-base molecules are hydrogen-bonded to the deprotonated DNBPh molecules whereas in acetonitrile the complexes dissociate and hence protonated N-base molecules and hydrogen-bonded chains formed between DNBPh arid 5,5'-dinitro-2,2'-biphenolate are present. The intra- as well as intermolecular hydrogen bonds within the chains show large proton polarizability. (C) 2002 Elsevier Science B.V. All rights reserved. [References: 29]