Abstract
Reductive dimerizations of 9H-selenoxanthen-9-one (3) and 9H-telluroxanthen-9-one (4) (1:1) with zinc in boiling AcOH and HCl for 1 hour gave the bistricyclic ethanes 9,9'-bi(9H-selenoxanthene (10), 9,9'-bi(9H-telluroxanthene) (11) and 9-(9'H-telluroxanthen-9'-yl)-9H-selenoxanthene (12) in the ratios 21 (10):35 (11):44 (12) (in addition to 9H-selenoxanthene (13) and 9H-telluroxanthene (14)) Analogous reactions of 4 and 9H-thioxanthen-9-one (9) (1:1) and 3 and 9 (1:1) gave the corresponding bistricyclic ethanes. The reactions were chalcogen selective with a preference towards the tellurium-bridged bistricyclic ethanes. (C) 2000 Elsevier Science Ltd.
Original language | English |
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Pages (from-to) | 6157-6160 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 41 |
Issue number | 32 |
DOIs | |
State | Published - 5 Aug 2000 |
Keywords
- Te and Se NMR
- Bistricyclic ethanes
- Chalcogen-heterocyclics
- Overcrowding
- Reductive couplings