Synthesis of nucleic-acid base containing norbornene derivatives as monomers for ring-opening-metathesis-polymerization

被引:44
作者
Davies, RG
Gibson, VC
Hursthouse, MB
Light, ME
Marshall, EL
North, M [1 ]
Robson, DA
Thompson, I
White, AJP
Williams, DJ
Williams, PJ
机构
[1] Kings Coll London, Dept Chem, London WC2R 2LS, England
[2] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
[3] Univ Southampton, Dept Chem, Southampton SO17 1BJ, Hants, England
[4] Univ Wales, Dept Chem, Bangor LL57 2UW, Gwynedd, Wales
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2001年 / Royal Society of Chemistry卷 / 24期
关键词
D O I
10.1039/b107139d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of norbornene derivatives containing nucleic-acid bases (thymine, adenine, cytosine, guanine, or uracil) have been prepared as monomers for ring-opening-metathesis-polymerization (ROMP). Many of the initially prepared monomers had poor solubility but this could be overcome by appropriate choice of a linker between the norbornene and base units. Some of the monomers were successfully polymerised to give homopolymers derived from nucleic-acid bases.
引用
收藏
页码:3365 / 3381
页数:17
相关论文
共 66 条
[1]  
AKASHI M, 1987, MAKROMOL CHEM, V147, P207
[2]   Multi-valent polymer of vancomycin: enhanced antibacterial activity against VRE [J].
Arimoto, H ;
Nishimura, K ;
Kinumi, T ;
Hayakawa, I ;
Uemura, D .
CHEMICAL COMMUNICATIONS, 1999, (15) :1361-1362
[3]   THE SYNTHESIS OF N-NORBORNENYL-AMINO ACIDS AND ESTERS - MONOMERS FOR THE PREPARATION OF WELL-DEFINED POLYMERS [J].
BIAGINI, SCG ;
BUSH, SM ;
GIBSON, VC ;
MAZZARIOL, L ;
NORTH, M ;
TEASDALE, WG ;
WILLIAMS, CM ;
ZAGOTTO, G ;
ZAMUNER, D .
TETRAHEDRON, 1995, 51 (26) :7247-7262
[4]   Living ring-opening metathesis polymerisation of amino ester functionalised norbornenes [J].
Biagini, SCG ;
Coles, MP ;
Gibson, VC ;
Giles, MR ;
Marshall, EL ;
North, M .
POLYMER, 1998, 39 (05) :1007-1014
[5]   The synthesis and ring-opening metathesis polymerization of peptide functionalized norbornenes [J].
Biagini, SCG ;
Davies, RG ;
Gibson, VC ;
Giles, MR ;
Marshall, EL ;
North, M ;
Robson, DA .
CHEMICAL COMMUNICATIONS, 1999, (03) :235-236
[6]   Ruthenium initiated ring opening metathesis polymerisation of amino-acid and -ester functionalised norbornenes and a highly selective chain-end functionalisation reaction using molecular oxygen [J].
Biagini, SCG ;
Davies, RG ;
Gibson, VC ;
Giles, MR ;
Marshall, EL ;
North, M .
POLYMER, 2001, 42 (15) :6669-6671
[7]   Synthesis of penicillin derived polymers utilising ring-opening metathesis polymerisation methodology [J].
Biagini, SCG ;
Gibson, VC ;
Giles, MR ;
Marshall, EL ;
North, M .
CHEMICAL COMMUNICATIONS, 1997, (12) :1097-1098
[8]   Novel synthetic routes to PNA monomers and PNA-DNA linker molecules [J].
Breipohl, G ;
Will, DW ;
Peyman, A ;
Uhlmann, E .
TETRAHEDRON, 1997, 53 (43) :14671-14686
[9]   C-13 MAGNETIC-RESONANCE .26. QUANTITATIVE-DETERMINATION OF TAUTOMERIC POPULATIONS OF CERTAIN PURINES [J].
CHENON, MT ;
PUGMIRE, RJ ;
GRANT, DM ;
PANZICA, RP ;
TOWNSEND, LB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (16) :4636-4642
[10]   C-13 MAGNETIC-RESONANCE .25. BASIC SET OF PARAMETERS FOR INVESTIGATION OF TAUTOMERISM IN PURINES ESTABLISHED FROM C-13 MAGNETIC-RESONANCE STUDIES USING CERTAIN PURINES AND PYRROLO[2,3-D]PYRIMIDINES [J].
CHENON, MT ;
PUGMIRE, RJ ;
GRANT, DM ;
PANZICA, RP ;
TOWNSEND, LB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (16) :4627-4636