The occurrence of bifurcate H-bonds CAr?H···O=C in the structure of (diaryl)-tetrahydrofuranones was experimentally demonstrated using different methods and techniques. The consistent increasing spin?spin coupling constants 1J(C,H) of the ortho-H-atoms and low-field shift of vC=O in IR spectra of 2,2-(diaryl)tetrahydrofuran-3(2H)-ones relative to their 5,5-diaryl counterparts, as well as pronounced dependence of the ortho-C?H H-atoms chemical shifts on the temperature and solvent polarity along with X-ray diffraction analysis data unambiguously point to the existence of weak CAr?H···O=C H-bonds in these molecules.
Язык оригиналаанглийский
Страницы (с-по)716-723
Число страниц8
ЖурналHelvetica Chimica Acta
Том99
Номер выпуска9
DOI
СостояниеОпубликовано - 30 июл 2016

ID: 7604771