First syntheses of model long-chain trichloro[ω-(trimethylsilyl)alkynyl]silanes suitable for self-assembled monolayers on silicon surfaces

被引:10
作者
Banaszak, Estelle [1 ,2 ]
Xu, Li-Wen [1 ,2 ]
Bardeau, Jean-Francois [1 ,3 ]
Castanet, Anne-Sophie [1 ,2 ]
Mortier, Jacques [1 ,2 ]
机构
[1] Univ Maine, F-72085 Le Mans 9, France
[2] Fac Sci & Tech, CNRS, UMR 6011,FR N 2575, Unite Chim Organ Mol & Macromol, F-72085 Le Mans 9, France
[3] Fac Sci & Tech, CNRS, UMR 6011,FR N 2575, Lab Phys Etat Condense, F-72085 Le Mans 9, France
关键词
Trichloro omega-alkynylsilanes; Self-assembled monolayers; ALKYNYL GROUP-TRANSFER; CLICK CHEMISTRY; SOLVENT; ACIDS; POLYMERIZATION; DERIVATIVES; REACTIVITY; CU;
D O I
10.1016/j.tet.2009.03.046
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学];
摘要
The preparation of the title compounds involves the introduction of the required Me3SiC C and trichlorosilyl groups at the termini of the alkyl chain via derivatization of easily accessible and inexpensive materials/reagents. Trichloro[omega-(trimethylsilyl)alkynyl]silanes are useful for the linkage to a hydroxylated silicon surface for multilayer formation and for further chemical modification of the tail group of the monolayer. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3961 / 3966
页数:6
相关论文
共 42 条
[1]
A simple approach to sensor discovery and fabrication on self-assembled monolayers on glass [J].
Basabe-Desmonts, L ;
Beld, J ;
Zimmerman, RS ;
Hernando, J ;
Mela, P ;
García-Parajó, MF ;
van Hulst, NF ;
van den Berg, A ;
Reinhoudt, DN ;
Crego-Calama, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (23) :7293-7299
[2]
THE ABSOLUTE-CONFIGURATION EFFECT ON THE ACTIVITY OF THE AVOCADO ROOTING PROMOTER [J].
BECKER, D ;
SAHALI, Y ;
RAVIV, M .
PHYTOCHEMISTRY, 1990, 29 (07) :2065-2067
[3]
BENNETAU B, 2001, Patent No. 0153303
[4]
FORMATION OF GRIGNARD COMPOUNDS .3. INFLUENCE OF SOLVENT [J].
BODEWITZ, HWH ;
BLOMBERG, C ;
BICKELHAUPT, F .
TETRAHEDRON, 1975, 31 (08) :1053-1063
[5]
Brandsma L., 1988, PREPARATIVE ACETYLEN, V2nd
[6]
STEREOCHEMICAL EVIDENCE OF DUAL CHEMORECEPTORS FOR AN ACHIRAL SEX-PHEROMONE IN LEPIDOPTERA [J].
CHAPMAN, OL ;
MATTES, KC ;
SHERIDAN, RS ;
KLUN, JA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (15) :4878-4884
[7]
Solvent effects on the monobromination of α,ω-diols:: A convenient preparation of ω-bromoalkanols [J].
Chong, JM ;
Heuft, MA ;
Rabbat, P .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (18) :5837-5838
[8]
Stereocontrolled synthesis of the diene and triene macrolactones of oximidines I and II: Organometallic coupling versus standard macrolactonization [J].
Coleman, RS ;
Garg, R .
ORGANIC LETTERS, 2001, 3 (22) :3487-3490
[9]
Synthesis of a natural insect repellent isolated from thrips [J].
Csuk, R ;
Niesen, A ;
Tschuch, G ;
Moritz, G .
TETRAHEDRON, 2004, 60 (28) :6001-6004
[10]
Inhibition of secretory phospholipase A2•2-synthesis and structure-activity relationship studies of 4,5-dihydro-3-(4-tetradecyloxybenzyl)-1,2,4-4H-oxadiazol-5-one (PMS1062) derivatives specific for group II enzyme [J].
Dong, CZ ;
Ahamada-Himidi, A ;
Plocki, S ;
Aoun, D ;
Touaibia, M ;
Habich, NMB ;
Huet, J ;
Redeuilh, C ;
Ombetta, JE ;
Godfrold, JJ ;
Massicot, F ;
Heymans, F .
BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (06) :1989-2007