We found a match
Your institution may have rights to this item. Sign in to continue.
- Title
Generation of "Sumanenylidene": A Ground‐State Triplet Carbene on a Curved π‐Conjugated Periphery.
- Authors
Yakiyama, Yumi; Wang, Yufeng; Hatano, Sayaka; Abe, Manabu; Sakurai, Hidehiro
- Abstract
We have observed the generation of sumanenylidene (2), a divalent, neutral‐carbon species at the benzylic position of sumanene (1). We also clarified both experimentally and theoretically that the ground state of compound 2 was a triplet state and that its singlet–triplet energy gap (ΔEST) was similar to that in fluorenylidene. The curved structure of compound 2 led to slightly better spin delocalization over the two adjacent aromatic rings than in planar systems, because of the unpaired spins on the σ and π orbitals. Synthetic application of the carbene precursor, diazosumanene (5), with a variety of thiocarbonyl compounds revealed its utility for the preparation of tetrasubstituted alkene compounds (e.g. that contain a strongly electron‐donating unit) that are directly conjugated to the sumanene (1) moiety.
- Subjects
THIONES; BAND gaps; REPRODUCTION; DIAZO compounds
- Publication
Chemistry - An Asian Journal, 2019, Vol 14, Issue 10, p1844
- ISSN
1861-4728
- Publication type
Article
- DOI
10.1002/asia.201801802