DFT insights into the basicity of some cyclic allenes

ABSTRACT

The proton affinity (PA) and gas phase basicity values of previously reported cyclic allene series are investigated using high-level quantum chemical calculations. Some of the studied structures possessed more than one protonation site. All protonation types were explored for each structure and the compounds with PA value more than ≈1030  kJ mol⁻¹ were considered superbasic structures. Cyclic allene's basicity strength was affected by ring size, adjacent heteroatom's presence and resonance existence in protonated form.

KEYWORDS:

• Basicity
• allene
• DMAN
• DFT
• cyclic

Acknowledgements

The authors thank Islamic Azad University, Science and Research Branch for the partial support.

Disclosure statement

No potential conflict of interest was reported by the author(s).