Abstract
Abstract Photolyses of 9-diazo-1-fluorenylmethanol ( 22) in benzene or MeCN afford ≥95% of fluorene-1-carbaldehyde ( 14). In methanol, 14 and 9-methoxy1-fluorenylmethanol ( 24) are formed competitively from 22. Intramolecular hydrogen transfer of triplet 1-(hydroxymethyl)-9-fluorenylidene ( 12) appears to be the major reaction path leading to 14. The photoenol 13 is suggested as an intermediate.
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