Molecular assembly and disassembly: Novel photolabile molecular hosts

被引:26
作者
Wan, YQ [1 ]
Mitkin, O [1 ]
Barnhurst, L [1 ]
Kurchan, A [1 ]
Kutateladze, A [1 ]
机构
[1] Univ Denver, Dept Chem & Biochem, Denver, CO 80208 USA
关键词
D O I
10.1021/ol006692d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A new approach to the assembly and photochemical disassembly of molecular hosts is developed. It is based on photoinduced fragmentation in hydroxyalkyl dithianes and utilizes a novel spiro-bis-dithiane as a photolabile molecular tether to link two formylated macromolecular blocks, e.g., formyl calixarenes or formyl dibenzocrown ethers. A key feature of this molecular system is that after an assembly-disassembly cycle the starting macromolecular blocks are recovered intact and can be used again.
引用
收藏
页码:3817 / 3819
页数:3
相关论文
共 8 条
[1]   ASSOCIATION OF BIOMOLECULAR SYSTEMS VIA PULSED-FIELD GRADIENT NMR SELF-DIFFUSION MEASUREMENTS [J].
ALTIERI, AS ;
HINTON, DP ;
BYRD, RA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (28) :7566-7567
[2]   DIRECT REGIOSELECTIVE FORMYLATION OF TETRAALKOXYCALIX[4]ARENES FIXED IN THE CONE CONFORMATION AND SYNTHESIS OF NEW CAVITANDS [J].
ARDUINI, A ;
FANNI, S ;
MANFREDI, G ;
POCHINI, A ;
UNGARO, R ;
SICURI, AR ;
UGOZZOLI, F .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (05) :1448-1453
[3]  
GROBEL BT, 1977, SYNTHESIS-STUTTGART, P357
[4]  
LUKYANENKO NG, 1989, ZH ORG KHIM+, V25, P2186
[5]   An efficient photo-SET-induced cleavage of dithiane-carbonyl adducts and its relevance to the development of photoremovable protecting groups for ketones and aldehydes [J].
McHale, WA ;
Kutateladze, AG .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (26) :9924-9931
[6]   Photolabile dendrimers using ο-nitrobenzyl ether linkages [J].
Smet, M ;
Liao, LX ;
Dehaen, W ;
McGrath, DV .
ORGANIC LETTERS, 2000, 2 (04) :511-513
[7]   SPIN DIFFUSION MEASUREMENTS: SPIN ECHOES IN THE PRESENCE OF A TIME-DEPENDENT FIELD GRADIENT [J].
STEJSKAL, EO ;
TANNER, JE .
JOURNAL OF CHEMICAL PHYSICS, 1965, 42 (01) :288-+
[8]   Complexation of fullerenes with bis-calix[n]arenes synthesized by tandem Claisen rearrangement [J].
Wang, JS ;
Gutsche, CD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (47) :12226-12231