Fig. 1: The tungsten-promoted double-protonation of benzene followed by electrophilic aromatic substitution (EAS), and addition of cyanide ion. | Nature Communications

Fig. 1: The tungsten-promoted double-protonation of benzene followed by electrophilic aromatic substitution (EAS), and addition of cyanide ion.

From: The double protonation of dihapto-coordinated benzene complexes enables dearomatization using aromatic nucleophiles

Fig. 1: The tungsten-promoted double-protonation of benzene followed by electrophilic aromatic substitution (EAS), and addition of cyanide ion.The alternative text for this image may have been generated using AI.

The terms distal and proximal are relative to the PMe3 group. 6, 9: Ar = 4’-methoxyphenyl; 7, 10: Ar = 4’-hydroxyphenyl; 8, 11: Ar = thiophen-2’-yl. Yields: 6-8: 25–64%; 9–11: 50–70% dr ~4:1. OTf - = CF3SO3-. Inset: the stereoselective double-protonation of a deuterobenzene complex followed by EAS of anisole. Tp = (trispyrazolyl)borate.

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