peri-NaphthylenediaminesUnexpected formation of naphtho[1,8-c,d]pyran derivatives in the reaction of 1,8-bis(dimethylamino)naphthalene with trifluoracetic anhydride. A new type of double naphthalene “proton sponges”

被引：0
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作者：
A. F. Pozharskii
N. G. Tregub
N. V. Vistorobskii
E. Yu. Romanova
Z. A. Starikova
A. I. Yanovsky
机构：
[1] Rostov State University,A. N. Nesmeyanov Institute of Organoelement Compounds
[2] Russian Academy of Sciences,undefined
来源：
Russian Chemical Bulletin | 1999年 / 48卷
关键词：
1,8-bis(dimethylamino)naphthalene; “proton spronge”; naphthol[1,8-; ]pyran; - and; -diols; trifluoracetic anhydride; -acylation; covalent hydration; X-ray diffraction analysis; NMR spectra;
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摘要：
The reaction of 1,8-bis(dimethylamino)naphthalene (“proton sponge”) with trifluoroacetic anhydride afforded new derivatives of naphtho[1,8-c,d]pyran,viz., trans-) (4) andcis-1,3-dihydroxy-6,7-bis(dimethylamino)-1,3-bis(trifluoromethyl)-1H,3H-naphthol[1,8-c,d]pyran (5) and symmetrical 3,4,10,11-tetrakis(dimethylamino)-7,14-bis(trifluoromethyl)-7,14-epoxydinaphtho[1,8-a,b;1′, 8′-ef]cyclooctane (3), which belongs to a new type of double “proton sponges,” along with the expected 1,8-bis(dimethylamino)-4-trifluoroacetylnaphthalene. The structures of compounds3 and4 were established by spectral studies and X-ray diffraction analysis.
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页码：1299 / 1309
页数：10
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