1,8-Bis(diphenylphosphino)naphthalene: A rigid chelating, diphosphine analogue of proton sponge
✍ Scribed by Richard D. Jackson; Stuart James; A.Guy Orpen; Paul G. Pringle
- Publisher
- Elsevier Science
- Year
- 1993
- Tongue
- English
- Weight
- 222 KB
- Volume
- 458
- Category
- Article
- ISSN
- 0022-328X
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## Abstract The ESCA spectrum of protonated 1,8‐bis‐(dimethylamino) naphthalene (“proton sponge”) (I) has been recorded in the region of N1s binding energies. The results indicate that IH^+^ possesses an __unsymmetrical__ NH…︁N hydrogen bridge.
1,8-Bis(tetramethylguanidino)naphthalene (TMGN, 1) is a new, readily accessible, and stable ™proton sponge∫ with an experimental pK BH value of 25.1 in MeCN, which is nearly seven orders of magnitude higher in basicity than the classical proton sponge 1,8-bis(dimethylamino)-naphthalene (DMAN). Becau