Crown-annelated tetrathiafulvalenes: Synthesis of new functionalised derivatives and spectroscopic and electrochemical studies of metal complexation

被引:40
作者
Dieing, R
Morisson, V
Moore, AJ
Goldenberg, LM
Bryce, MR
Raoul, JM
Petty, MC
Garin, J
Saviron, M
Lednev, IK
Hester, RE
Moore, JN
机构
[1] RUSSIAN ACAD SCI,INST PHYS CHEM,CHERNOGOLOVKA 142432,RUSSIA
[2] UNIV DURHAM,DEPT CHEM,DURHAM DH1 3LE,ENGLAND
[3] UNIV DURHAM,CTR MOL ELECT,DURHAM DH1 3LE,ENGLAND
[4] UNIV DURHAM,SCH ENGN,DURHAM DH1 3LE,ENGLAND
[5] UNIV ZARAGOZA,CSIC,ICMA,DEPT QUIM ORGAN,E-50009 ZARAGOZA,SPAIN
[6] UNIV YORK,DEPT CHEM,YORK YO1 5DD,N YORKSHIRE,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1996年 / 08期
关键词
D O I
10.1039/p29960001587
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthetic routes to the first unsymmetrical annelated tetrathiafulvalene-S2O4 crowns are reported; the methodology is versatile, affording the parent system 8, functionalised derivatives 6, 7 and 9-12, and amphiphilic derivatives 6 and 13. UV-VIS spectroscopic studies of metal binding (Na+, Ag+ and Ba2+) to the crown-TTF systems 8 and 13, and the bis(crown)-TTF 14 have been performed in solution, and stability constants have been calculated, The data establish that for the crown compounds 8 and 13 1: 1 complexes are formed, whereas for the bis(crown) compound 14 both 1:1 [14(Na+)] and 1:2 [14(Na+)(2)] complexes are formed, Solution electrochemical studies reveal that metal complexation to-the crown unit leads to a small anodic shift in the first oxidation potential of the TTF system, Langmuir-Blodgett films of amphiphilic compound 13 have been assembled on solid substrates by Y-type deposition.
引用
收藏
页码:1587 / 1593
页数:7
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