Abstract
By attaching bulky substituents at the bay region of di(spiroacridan)- substituted dihydrophenanthrene 1a, the prestrained C9-C10 bond in the dihydrophenanthrene (DHP) skeleton of 1c-1e is expanded from 1.634(2) to 1.649(3)-1.652(6) Å, which demonstrates the bond expansion through remote steric effects. Twisting deformation of the DHP skeleton is the key to transfer the steric bulkiness from the C4/C5 positions to cause the additional strain in the C9-C10 bond.
| Original language | English |
|---|---|
| Pages (from-to) | 1194-1196 |
| Number of pages | 3 |
| Journal | Chemistry Letters |
| Volume | 42 |
| Issue number | 10 |
| DOIs | |
| Publication status | Published - 2013 Oct 16 |
ASJC Scopus subject areas
- Chemistry(all)
Fingerprint Dive into the research topics of 'Geometrical remote steric effects in 4,5-disubstituted-9,10- dihydrophenanthrenes: Expansion of prestrained C<sup>9</sup>-C<sup>10</sup> bond in di(spiroacridan) derivatives'. Together they form a unique fingerprint.
Cite this
Wada, K., Takeda, T., Kawai, H., Katoono, R., Fujiwara, K., & Suzuki, T. (2013). Geometrical remote steric effects in 4,5-disubstituted-9,10- dihydrophenanthrenes: Expansion of prestrained C9-C10 bond in di(spiroacridan) derivatives. Chemistry Letters, 42(10), 1194-1196. https://doi.org/10.1246/cl.130502