1‐tert‐Butyl‐9‐methoxy‐4‐methyl‐1,2,3,4‐tetrahydro‐2‐azafluoren‐3‐one, a Novel Fluorenone

TLDR: C 18 H 23 NO 2 as discussed by the authors is the final compound in the reaction between an ethynyl Fischer carbene and a 2-azadiene, and it has a similar geometry to those found between pairs of bases in DNA.

Abstract: The title compound, C 18 H 23 NO 2 , is the final compound in the reaction between an ethynyl Fischer carbene and a 2-azadiene. The reaction proceeds to the stereoselective formation of a 2-azafluorenone. The structure determination reveals hydrogen bonding linking the carbonyl O atom and the H atom attached to the N atoms of symmetry-related molecules. As a result, the structure packing is composed of dimers connected by two hydrogen bonds. These hydrogen bonds show a similar geometry to those found between pairs of bases in DNA, and the structure itself resembles some synthetic inhibitors of DNA transcription.