1, 8??Bis (tetramethylguanidino) naphthalene (TMGN): A New, Superbasic and Kinetically Active “Proton Sponge”

…, RM Gschwind, J Sundermeyer

文献索引：Raab, Volker; Kipke, Jennifer; Gschwind, Ruth M.; Sundermeyer, Joerg Chemistry - A European Journal, 2002 , vol. 8, # 7 p. 1682 - 1693

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被引用次数: 165

摘要

Abstract 1, 8-Bis (tetramethylguanidino) naphthalene (TMGN, 1) is a new, readily accessible, and stable “proton sponge” with an experimental pK math image 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). Because of the sterically less crowded character of the proton-accepting sp 2-nitrogen atoms, TMGN also has a higher ...