Synthesis of aryl/alkyl building blocks for dendrimer and hyperbranched polymer synthesis

被引:11
作者
Bo, ZS [1 ]
Qiu, J
Li, J
Schluter, AD
机构
[1] Chinese Acad Sci, Inst Chem, Joint Lab Polymer Sci & Mat, State Key Lab Polymer Phys & Chem, Beijing 100080, Peoples R China
[2] Free Univ Berlin, Inst Chem Organ Chem, D-14195 Berlin, Germany
关键词
D O I
10.1021/ol0356082
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
0Several useful aryl/alkyl building blocks for dendrimer and hyperbranched polymer synthesis were prepared by Suzuki-Miyaura cross-coupling reactions and iododesilylation reactions. The iododesilylations were carried out with iodine monochloride (ICI) in methylene chloride and diethyl ether (10:1). This solvent combination lowered the reagents electrophilicity to the point that the iododesilylation still proceeded absolutely cleanly, but no direct iodination of alkyl-substituted aromatics occurred, which otherwise could not be avoided.
引用
收藏
页码:667 / 669
页数:3
相关论文
共 40 条
[31]   New zirconocene-coupling route to large, functionalized macrocycles [J].
Nitschke, JR ;
Zürcher, S ;
Tilley, TD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (42) :10345-10352
[32]   Universal iterative strategy for the divergent synthesis of dendritic macromolecules from conventional monomers by a combination of living radical polymerization and irreversible TERminator Multifunctional INItiator (TERMINI) [J].
Percec, V ;
Barboiu, B ;
Grigoras, C ;
Bera, TK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (21) :6503-6516
[33]  
PILLOW LNG, 1999, MACROMOLECULES, V32, P5958
[34]  
PRAY BO, 1948, J AM CHEM SOC, V70, P433
[35]   RATES AND RELATIVE RATES OF CHLORO- AND IODODESILYLATION - EVIDENCE FOR A 4-CENTER TRANSITION STATE [J].
STOCK, LM ;
SPECTOR, AR .
JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (11) :3272-&
[36]   IODINATION OF ARYLTRIMETHYLSILANES - A MILD APPROACH TO IODOPHENYLALANINE [J].
WILSON, SR ;
JACOB, LA .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (25) :4833-4836
[37]   PHENYLACETYLENE DENDRIMERS BY THE DIVERGENT, CONVERGENT, AND DOUBLE-STAGE CONVERGENT METHODS [J].
XU, ZF ;
KAHR, M ;
WALKER, KL ;
WILKINS, CL ;
MOORE, JS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (11) :4537-4550
[38]   SYNTHESIS AND CHARACTERIZATION OF A HIGH-MOLECULAR-WEIGHT STIFF DENDRIMER [J].
XU, ZF ;
MOORE, JS .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1993, 32 (02) :246-248
[39]  
ZHANG W, 2002, J AM CHEM SOC, V124, P8337
[40]   Conjugated polymers containing 2,3-dialkoxybenzene and iptycene building blocks [J].
Zhu, ZG ;
Swager, TM .
ORGANIC LETTERS, 2001, 3 (22) :3471-3474