Formation of hydrogen-bonded chains through inter- and intramolecular hydrogen bonds by a strong base of guanidine-like character and 2,2 '-biphenols

2,2'-Biphenol mixtures with 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (M TBD) were studied by FTIR spectroscopy. In chloroform, a proton transfer fr om 2,2'-biphenol to MTBD occurs. In this solution the protonated MTBD molec ules are hydrogen-bonded to the 2,2'-biphenol-2,2'-biphenolate chains. In a cetonitrile, after the proton transfer, the complexes dissociate and hence protonated MTBD molecules and hydrogen-bonded 2,2'-biphenol-2,2'-biphenolat e chains are present. The hydrogen bonds and the hydrogen-bonded chains sho w large proton polarizability. In the systems intra- as well as intermolecu lar hydrogen bonds are formed. (C) 2000 Elsevier Science B.V. All rights re served.