“…The photodimerization of coumarin was discovered by Ciamician and Silber in 1902, when they used sunlight to irradiate coumarin dissolved in alcohol for over 2 years . The dimerized product exhibited a melting point of 262 °C, much higher than the original coumarin's melting temperature of 68−70 °C. , In 1904, Ström reported a dimer with a melting point above 320 °C. , In the early 1960s, Anet synthesized the head-to-head cis and the head-to-tail trans coumarin dimers via sunlight exposure. , Since the first studies reported two different melting points, it was not resolved until Schenck and co-workers observed that both structures were in fact dimers of coumarin . Schenck used 1 H NMR spectroscopy to determine the structure of the four possible dimers that were produced from the irradiation of coumarin at different reaction conditions.…”