Electrophilic aromatic substitution. Part 36. Protiodetritiation of some annelated meta-cyclophanes: effect of ring-buckling on reactivity, and the first example of electrophilic substitution through a hole

We have found that face-to-face π-stacked aromatic rings show the propensity to activate one another toward electrophilic aromatic substitution through direct influence of the probe aromatic ring by the adjacent stacked ring, rather than through the formation of relay or "sandwich complexes." This activation remains in force even when one of the rings is deactivated through nitration. The resulting dinitrated products are shown to crystallize in an extended parallel offset stacked form, in stark contrast to the substrate.

show abstract

scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.

Contact Info

customersupport@researchsolutions.com

10624 S. Eastern Ave., Ste. A-614

Henderson, NV 89052, USA

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Blog Terms and Conditions API Terms Privacy Policy Contact Cookie Preferences Do Not Sell or Share My Personal Information

Made with 💙 for researchers

Part of the Research Solutions Family.

Electrophilic aromatic substitution. Part 36. Protiodetritiation of some annelated meta-cyclophanes: effect of ring-buckling on reactivity, and the first example of electrophilic substitution through a hole

Cited by 2 publications

References 5 publications

ChemInform Abstract: Electrophilic Aromatic Substitution. Part 36. Protiodetritiation of Some Annelated meta‐Cyclophanes: Effect of Ring‐Buckling on Reactivity, and the First Example of Electrophilic Substitution Through a Hole.

ChemInform Abstract: Electrophilic Aromatic Substitution. Part 36. Protiodetritiation of Some Annelated meta‐Cyclophanes: Effect of Ring‐Buckling on Reactivity, and the First Example of Electrophilic Substitution Through a Hole.

How Do Face-to-Face Stacked Aromatic Rings Activate Each Other to Electrophilic Aromatic Substitution?

Contact Info

Product

Resources

About