Bromine catalyzed conversion of S-tert-butyl groups into versatile and, for self-assembly processes accessible, acetyl-protected thiols

被引:30
作者
Blaszczyk, A
Elbing, M
Mayor, M
机构
[1] Forschungszentrum Karlsruhe, Inst Nanotechnol, D-76021 Karlsruhe, Germany
[2] Fac Commod Sci, PL-60967 Poznan, Poland
关键词
D O I
10.1039/b408677e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The facile and efficient conversion of a tert-butyl protecting group to an acetyl protecting group for thiols by catalytic amounts of bromine in acetyl chloride and the presence of acetic acid has been developed. The fairly mild reaction conditions are of particular interest for new protecting group strategies for sulfur functionalised target structures.
引用
收藏
页码:2722 / 2724
页数:3
相关论文
共 22 条
[1]  
Aliev I A, 1991, SULFUR LETT, V12, P123
[2]   Organization of 'nanocrystal molecules' using DNA [J].
Alivisatos, AP ;
Johnsson, KP ;
Peng, XG ;
Wilson, TE ;
Loweth, CJ ;
Bruchez, MP ;
Schultz, PG .
NATURE, 1996, 382 (6592) :609-611
[3]   Millimeter-scale self-assembly and its applications [J].
Boncheva, M ;
Bruzewicz, DA ;
Whitesides, GM .
PURE AND APPLIED CHEMISTRY, 2003, 75 (05) :621-630
[4]   Large on-off ratios and negative differential resistance in a molecular electronic device [J].
Chen, J ;
Reed, MA ;
Rawlett, AM ;
Tour, JM .
SCIENCE, 1999, 286 (5444) :1550-1552
[5]   NUCLEOPHILIC SUBSTITUTION AT DICOORDINATED SULFUR - EFFECT OF LEAVING GROUP ON REACTION BETWEEN TRIPHENYLMETHYL SULFENYL DERIVATIVES AND N-BUTYLAMINE [J].
CIUFFARIN, E ;
GUARALDI, G .
JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (06) :2006-+
[6]  
Holmlin RE, 2001, ANGEW CHEM INT EDIT, V40, P2316, DOI 10.1002/1521-3773(20010618)40:12<2316::AID-ANIE2316>3.0.CO
[7]  
2-#
[8]  
HOLMLIN RE, 2001, ANGEW CHEM, V113, P2378
[9]  
KUHLE E, 1971, SYNTHESIS, V563
[10]   Effect of bond-length alternation in molecular wires [J].
Kushmerick, JG ;
Holt, DB ;
Pollack, SK ;
Ratner, MA ;
Yang, JC ;
Schull, TL ;
Naciri, J ;
Moore, MH ;
Shashidhar, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (36) :10654-10655