Anomalous planar structure observed in (E)-10-(1,2-dibromoprop-1-en-1-yl)-10H-phenothiazine

Add time:08/24/2019    Source:sciencedirect.com

Both Z and E isomers of 10-(1,2-dibromoprop-1-en-1-yl)-10H-phenothiazine were given by bromine addition to 10-(prop-1-yn-1-yl)-10H-phenothiazine with little stereoselectivity. The crystal structure of the Z isomer showed a usual butterfly structure, while that of the E isomer afforded an anomalous planar structure which was usually observed in positively charged phenothiazines. The reason for the planar structure was concluded to originate in intermolecular charge transfer interaction through the CBr⋯π halogen bonds.

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