1 Supporting Information-OL A novel H-shaped Persistent Architecture Based on Di-spiro Building Block System Ling-Hai Xie, Xiao-Ya Hou, Chao Tang, Yu-Ran Hua, Rui-Jie Wang, Run-Feng Chen, Qu-Li Fan, Lian-Hui Wang, Wei Wei, Bo Peng, and Wei Huang a,b, * Institute of Advanced Materials (IAM), Fudan University, Shanghai 200433, China a Institute of Advanced Materials (IAM), Nanjing University, Nanjing 210093, China b Department of Chemical and Biomolecular Engineering, National University of Singapore, Singapore 119260, Republic of Singapore Chemicals. Magnesium turnings, N-bromosuccinimide (NBS), 3,4-dibromothiophene, bromobenzene, fluorenone, 4-bromo-biphenyl, and dichloro[1,3-bis(diphenyl -phosphinopropane)]Ni(II) ([Ni(dppp)Cl 2 ]), tetrakistriphenylphosphine palladium(0) were obtained from Aldrich Chemical Co. and were used without further purification. 3,4-diphenylthiophene ( 2), 2,5-dibromo-3,4-diphenylthiophene (3), 2,7-dibromo-fluorenone, 9,9-dioctyl-fluoren-2-yl-2-boronic acid, and biphen-4-yl-2-boronic acid were prepared as previously reported. THF and diethyl ether were dried over sodium benzophenone ketyl anion radical and distilled under a dry nitrogen atmosphere immediately prior to use. All reactions involving organometallic reagents were carried out under nitrogen. Procedure. All reactions were monitored by TLC using pre-coated glass sheets purchased by Yantai Huiyou Silica Gel Developing Co., Ltd. (0.20 mm with fluorescent indicator UV 254 .) Compounds were visualized with UV light at 254 and 365 nm. Column chromatography was carried out using flash silica gel from Qingdao Haiyang Chemical Co., Ltd (200~300 meshes). 1 H- and 13 C-NMR in CDCl 3 was recorded at 400 MHz using a Varian Mercury 400 plus spectrometer. Chemical shifts