The Effects of Ring Strain on Cyclic Tetraaryl[5]cumulenes

Sun B, Oakley MS, Yoshida K, Yang Y, Tommasini M, Zanchi C, Lucotti A, Ferguson MJ, Hampel F, Klobukowski M, Tykwinski RR (2022)

Publication Type: Journal article

Publication year: 2022

Journal

Chemistry - A European Journal Wiley

DOI: 10.1002/chem.202200616

Abstract

Cyclic tetraaryl[5]cumulenes (1 a–f) have been synthesized and studied as a function of increasing ring strain. The magnitude of ring strain is approximated by the extent of bending of the cumulenic core as assessed by a combination of X-ray crystallographic analysis and DFT calculations. Trends are observed in 13C NMR, UV-vis, and Raman spectra associated with ring strain, but the effects are small. In particular, the experimental HOMO-LUMO gap is not appreciably affected by bending of the [5]cumulene framework from ca. 174° (λmax=504 nm) in 1 a to ca. 178° (λmax=494 nm) in 1 f.

Authors with CRIS profile

Frank Hampel Lehrstuhl für Organische Chemie I

Involved external institutions

University of Alberta CA Canada (CA) Kyoto University / 京都大学 Kyōto daigaku JP Japan (JP) Politecnico di Milano IT Italy (IT)

How to cite

APA:

Sun, B., Oakley, M.S., Yoshida, K., Yang, Y., Tommasini, M., Zanchi, C.,... Tykwinski, R.R. (2022). The Effects of Ring Strain on Cyclic Tetraaryl[5]cumulenes. Chemistry - A European Journal. https://doi.org/10.1002/chem.202200616

MLA:

Sun, Bozheng, et al. "The Effects of Ring Strain on Cyclic Tetraaryl[5]cumulenes." Chemistry - A European Journal (2022).

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