“…The product was triturated with dry diethyl ether and then filtered to give the bis-quaternary salt 1f: 1 H NMR (D2O) δ (ppm) 1.3 (t, 12H, J ) 7.2 Hz, CH3CH2N), 1.6 (m, 4H, CH2), 1.9 (m, 4H, CH2), 2.4 (t, 4H, J ) 6.7 Hz, CH2CtC), 3.0 (s, 6H, NCH3), 3.2-3.4 (m, 12H, CH3CH2N + (CH2): 13 Reaction of 1,12-Bis(diethylamino)dodeca-5,7-diyne (1d) with 1,3-Propanesultone. The bis(diethylamino) derivative 1d (2.0 g, 6.6 mmol) and 1,3-propanesultone (2.44 g, 20 mmol) were heated under reflux in tetrahydrofuran (50 cm 3 ) for 2 h. The product was cooled, and anhydrous acetone (100 cm 3 ) was added to precipitate the inner salt (1g, 3.3 g, 91%) as a pinkish white solid: mp 200 °C dec; 1 H NMR ((CD3)2SO) δ (ppm) 1.16 (t, 12H, J ) 7 Hz, CH3), 1.5, 1.7 and 1.9 (br m, ∼16H, CH2), 2.4 (∼t, 4H, J ) 6.7 Hz, CH2CtC), 3.2 (m, ∼16H, CH2N + ); MS m/z (relative intensity) (FAB) 549 (35) [M + 1] + , 428 (30), 390 (30), 372 (40), 354 (20), 307 (40). Anal.…”