Is ¶-Single Bonding (C–¶–C) Possible? A Challenge in Organic Chemistry
Chemical bonding systems determine the nature of molecules. In organic chemistry, there are two bonding types for carbon–carbon connections: o-bonding and ¶-bonding. In this lecture, several aspects of studies in the last two decades addressing a naive question “Is ¶-single bonding (C–¶–C) possible?” will be presented: (1) features of ¶-single bonded species; (2) molecular design for ¶-single bonding; (3) generation and detection of singlet diradicaloids with a ¶-single bonding character; (4) prospects of ¶-single bonded species.
(a) Abe, M.; Ye, J.; Mishima, M., Chem. Soc. Rev. 2012, 41, 3808. (b) Yoshidomi, S.; Abe, M. J. Am. Chem. Soc. 2019, 141, 3920. (c) Wang, Z.; Yadav, P.; Abe, M. Chem. Commun. 2021, 57, 11301–11309. (d) Miyazawa, Y.; Wang, Z.; Matsumoto, M.; Hatano, S.; Antol, I.; Kayahara, E.; Yamago, S.; Abe, M. J. Am. Chem. Soc. 2021, 143 (19), 7426–7439. (e) Wang, Z.; Akisaka, R.; Yabumoto, S.; Nakagawa, T.; Hatano, S.; Abe, M. Chem. Sci. 2021, 12, 613–625. (f) Harada, Y.; Wang, Z.; Kumashiro, S.; Hatano, S.; Abe, M., Chem.–Eur. J., 2018, 24, 14808. (g) Miyazawa, Y.; Wang, Z.; Hatano, S.; Takagi, R.; Matsuoka, H.; Amamizu, N.; Kitagawa, Y.; Kayahara, E.; Yamago, S.; Abe, M. Chem.–Eur. J., 2023, e202301009. (h) Liu, Q.; Onishi, K.; Miyazawa, Y.; Wang, Z.; Hatano, S.; Abe, M. J. Am. Chem. Soc. 2023, 145, 27089.
Hosted by Professor Jeehiun Lee
~Coffee/tea will be served prior to the lecture~