Copyright WILEY-VCH Verlag GmbH & Co. KGaA, 69469 Weinheim, Germany, 2007. Supporting Information for Macromol. Rapid Commun. 2007, 28, 1017. Unusual Aggregation of Nanosized Six-Arm Star Oligofluorenes Yang Han, Zhuping Fei, Minghao Sun and Zhishan Bo* Beijing National Laboratory for Molecular Sciences (BNLMS), State Key Laboratory of Polymer Physics and Chemistry, Joint Laboratory of Polymer Science and Materials, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100080, China. zsbo@iccas.ac.cn 1c. A mixture of 1b (336 mg, 0.6 mmol), CuI (2 mg, 0.012 mmol), Pd(PPh 3 ) 2 Cl 2 (4 mg, 0.006 mmol) and trimethylamine (10 mL) in a Schlenk tube was carefully degassed and charged with nitrogen. Trimethylsilylacetylene (100 µL, 0.7 mmol) was injected and the tube was sealed at once. The reaction mixture was stirred at room temperature for 24 h. After the removal of the solvent, the residue was purified by chromatography on silica gel eluting with petrol ether to afford 1c as a colorless oil (262 mg, 82%). 1 H NMR (400 MHz, CDCl 3 ): δ 7.73 (1H, d), 7.67-7.63 (3H, m), 7.57 (1H, d), 7.53 (1H, s), 7.47-7.44 (4H, m), 7.36 (1H, t), 1.99-1.97 (4H, m), 1.20-1.04 (20H, m), 0.81 (6H, t), 0.62-0.61 (4H, m), 0.29 (9H, s). 13 C NMR (100 MHz, CDCl 3 ): δ 152.4, 151.5, 142.2, 142.0, 141.2, 140.3, 131.9, 129.4, 127.9, 126.9, 126.8, 122.2, 121.9, 120.9, 120.2, 107.0, 94.6, 55.9, 41.0, 32.4, 30.6, 29.9, 24.3, 23.2, 14.7, 0.74. Anal. Calcd for C 40 H 54 Si: C, 85.34; H, 9.67. Found: C, 84.20; H, 9.56. 1d. 1c (202 mg, 0.36 mmol) was dissolved in dry dichloromethane. Then tetrabutylammonium fluoride (1 M in THF, 540 µL, 0.54 mmol) was added. The mixture was stirred at room temperature for 10 min. The reaction mixture was poured onto a short pad of silica gel. Chromatography eluting with dichloromethane afforded 1d as a colorless oil in a yield of 98%. 1 H NMR (400 MHz, CDCl 3 ): δ 7.74 (1H, d), 7.66 (3H, d), 7.58 (1H, d), 7.54 (1H, s), 7.50-7.45 (4H, m), 7.37 (1H, t), 3.15 (1H, s), 2.00-1.96 (4H, m), 1.20-1.05 (20H, m), 0.81 (6H, t), 0.64 (4H, m). 13 C NMR (100 MHz, CDCl 3 ): δ 152.4, 151.6, 142.2, 141.4, 140.2, 131.9, 129.5, 127.9, 127.2, 126.8, 122.2, 121.0, 120.8, 120.3, 85.4, 55.9, 41.0, 32.4, 30.6, 29.9, 24.4, 23.3, 14.7. Anal. Calcd for C 37 H 46 : C, 90.55; H, 9.45. Found: C, 90.40; H, 9.56. A1. A mixture of 1b (290 mg, 0.49 mmol), 1d (200 mg, 0.4 mmol), CuI (2 mg, 0.008 mmol), Pd(PPh 3 ) 2 Cl 2 (3 mg, 0.004 mmol), THF (6 mL) and diisopropylamine (4 mL) in a Schlenk tube was carefully degassed and charged with nitrogen. The tube was sealed and the reaction mixture was stirred at 1