4,5-Bis(demethylamino)fluorene, a New “Proton Sponge”
✍ Scribed by Prof. Dr. Heinz A. Staab; Thomas Saupe; Claus Krieger
- Publisher
- John Wiley and Sons
- Year
- 1983
- Tongue
- English
- Weight
- 238 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0044-8249
No coin nor oath required. For personal study only.
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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
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Low-temperature (120 K) studies of the structure of the DMAN Á DCI adduct indicate that in symmetrical [NHN] hydrogen bridge of 2.571 (1) A ˚length (2.579(2) A ˚at room temperature) there is a disorder of the H-atom occupying two positions at nitrogen atoms with a distance of 0.94(3) A ˚. The compa