메뉴 건너뛰기




Volumn 22, Issue 1, 2010, Pages 99-109

Synthesis and chiroptical properties of chiral azoaromatic dendrimers with a C3-symmetrical core

Author keywords

Azobenzene; Chiral dendrimers; Chiral nanotechnology; Chiroptical properties; Multifunctional materials; Photochromic materials

Indexed keywords

(5 HYDROXYISOPHTHALIC ACID) TRIMESATE ESTER; (DIMETHYL ISOPHTHALATE) TRIMESATE; 1,3,5 BENZENETRICARBONYL TRICHLORIDE; 3 HYDROXY PYRROLIDINYL; [3 (1 (4-AZOBENZENE) PYRROLIDINE)] 5 (BUTYLDIMETHYLSILOXY) ISOPHTHALATE; AZOBENZENE; CARBONYL DERIVATIVE; DENDRIMER; UNCLASSIFIED DRUG;

EID: 75449092008     PISSN: 08990042     EISSN: 1520636X     Source Type: Journal    
DOI: 10.1002/chir.20712     Document Type: Article
Times cited : (2)

References (51)
  • 3
    • 31444441391 scopus 로고    scopus 로고
    • Helix-sense controlled polymerization of a single phenyl isocyanide enantiomer leading to diastereomeric helical polyisocyanides with opposite helixsense and cholesteric liquid crystals with opposite twist-sense
    • Kajitani T, Okoshi K, Sakurai S, Kumaki J, Yashima E. Helix-sense controlled polymerization of a single phenyl isocyanide enantiomer leading to diastereomeric helical polyisocyanides with opposite helixsense and cholesteric liquid crystals with opposite twist-sense. J Am Chem Soc 2006;128:708-709.
    • (2006) J Am Chem Soc , vol.128 , pp. 708-709
    • Kajitani, T.1    Okoshi, K.2    Sakurai, S.3    Kumaki, J.4    Yashima, E.5
  • 4
    • 0347088935 scopus 로고    scopus 로고
    • Detection and amplification of chirality by helical polymers
    • Yashima E, Maeda K, Nishimura T. Detection and amplification of chirality by helical polymers. Chem Eur J 2004;10:42-51.
    • (2004) Chem Eur J , vol.10 , pp. 42-51
    • Yashima, E.1    Maeda, K.2    Nishimura, T.3
  • 5
    • 17644404441 scopus 로고    scopus 로고
    • Chiral amplification in the transcription of supramolecular helicity into a polymer backbone
    • Wilson AJ, Masuda M, Sijbesma RP, Meijer EW. Chiral amplification in the transcription of supramolecular helicity into a polymer backbone. Angew Chem Int Ed 2005;44:2275-2279.
    • (2005) Angew Chem Int Ed , vol.44 , pp. 2275-2279
    • Wilson, A.J.1    Masuda, M.2    Sijbesma, R.P.3    Meijer, E.W.4
  • 7
    • 0028321472 scopus 로고
    • Synthesis and characterization of optically active, homochiral dendrimers
    • Chow HF, Fok LF, Mak CC. Synthesis and characterization of optically active, homochiral dendrimers. Tetrahedron Lett 1994;35:3547-3550.
    • (1994) Tetrahedron Lett , vol.35 , pp. 3547-3550
    • Chow, H.F.1    Fok, L.F.2    Mak, C.C.3
  • 8
    • 0030514017 scopus 로고    scopus 로고
    • Synthesis and enzymatic degradation of dendrimers from (R)-3-hydroxybutanoic acid and trimesic acid
    • Seebach DG, Herrmann F, Lengweiler UD, Bachmann BM, Amrein W. Synthesis and enzymatic degradation of dendrimers from (R)-3-hydroxybutanoic acid and trimesic acid. Angew Chem Int Ed Engl 1996;35:2795-2797.
    • (1996) Angew Chem Int Ed Engl , vol.35 , pp. 2795-2797
    • Seebach, D.G.1    Herrmann, F.2    Lengweiler, U.D.3    Bachmann, B.M.4    Amrein, W.5
  • 9
    • 33748215471 scopus 로고    scopus 로고
    • Asymmetric dihydroxylation enables rapid construction of chiral dendrimers based on 1,2-diols
    • Chang HT, Chen CT, Kondo T, Siuzdak G, Sharpless KB. Asymmetric dihydroxylation enables rapid construction of chiral dendrimers based on 1,2-diols. Angew Chem Int Ed Engl 1996;35:182-186.
    • (1996) Angew Chem Int Ed Engl , vol.35 , pp. 182-186
    • Chang, H.T.1    Chen, C.T.2    Kondo, T.3    Siuzdak, G.4    Sharpless, K.B.5
  • 10
    • 0031931653 scopus 로고    scopus 로고
    • Dendrimers and chirality
    • Thomas CW, Tor Y. Dendrimers and chirality, Chirality 1998;10:53-59.
    • (1998) Chirality , vol.10 , pp. 53-59
    • Thomas, C.W.1    Tor, Y.2
  • 11
    • 33745749078 scopus 로고    scopus 로고
    • Optically active photochromic polymers with three-arm star structure by atom transfer radical polymerization
    • Angiolini L, Benelli T, Giorgini L, Salatelli E. Optically active photochromic polymers with three-arm star structure by atom transfer radical polymerization. Macromolecules 2006;39:3731-3737.
    • (2006) Macromolecules , vol.39 , pp. 3731-3737
    • Angiolini, L.1    Benelli, T.2    Giorgini, L.3    Salatelli, E.4
  • 12
    • 0033017167 scopus 로고    scopus 로고
    • Optically active, isotactic homopolymers of α-olefins with main-chain chirality and the first preparation of optically active c3-symmetrical polymers
    • Wulff G, Zweering U. Optically active, isotactic homopolymers of α-olefins with main-chain chirality and the first preparation of optically active c3-symmetrical polymers. Chem Eur J 1999;5:1898-1904.
    • (1999) Chem Eur J , vol.5 , pp. 1898-1904
    • Wulff, G.1    Zweering, U.2
  • 13
    • 0025668818 scopus 로고
    • Perspectives in supramolecular chemistry - from molecular recognition towards molecular information processing and self-organization
    • Lehn JM. Perspectives in supramolecular chemistry - from molecular recognition towards molecular information processing and self-organization. Angew Chem Int Ed 1990;29:1304-1319.
    • (1990) Angew Chem Int Ed , vol.29 , pp. 1304-1319
    • Lehn, J.M.1
  • 14
    • 0001483447 scopus 로고    scopus 로고
    • Extended surface chirality from supramolecular assemblies of adsorbed chiral molecules
    • Lorenzo MO, Baddeley CJ, Muryn C, Raval R. Extended surface chirality from supramolecular assemblies of adsorbed chiral molecules. Nature 2000;404:376-379.
    • (2000) Nature , vol.404 , pp. 376-379
    • Lorenzo, M.O.1    Baddeley, C.J.2    Muryn, C.3    Raval, R.4
  • 15
    • 0032536470 scopus 로고    scopus 로고
    • C3 Symmetry in asymmetric catalysis and chiral recognition
    • Moberg C. C3 Symmetry in asymmetric catalysis and chiral recognition. Angew Chem Int Ed 1998;37:248-268.
    • (1998) Angew Chem Int Ed , vol.37 , pp. 248-268
    • Moberg, C.1
  • 17
    • 0042850532 scopus 로고
    • Surface-mediated alignment of nematic liquid crystals with polarized laser light
    • Gibbons WM, Shannon PJ, Sun ST, Swetlin BJ. Surface-mediated alignment of nematic liquid crystals with polarized laser light. Nature 1991;351:49-50.
    • (1991) Nature , vol.351 , pp. 49-50
    • Gibbons, W.M.1    Shannon, P.J.2    Sun, S.T.3    Swetlin, B.J.4
  • 18
    • 0001700196 scopus 로고    scopus 로고
    • Linear and nonlinear optical properties of photochromic molecules and materials
    • Delaire JA, Nakatani K. Linear and nonlinear optical properties of photochromic molecules and materials. Chem Rev 2000;100:1817-1846.
    • (2000) Chem Rev , vol.100 , pp. 1817-1846
    • Delaire, J.A.1    Nakatani, K.2
  • 19
    • 0021740738 scopus 로고
    • Polarization holography. II. Polarization holographic gratings in photoanisotropic materials with and without intrinsic birefringence
    • Todorov T, Nikolova L, Tomova N. Polarization holography. II. Polarization holographic gratings in photoanisotropic materials with and without intrinsic birefringence. Appl Opt 1984;23:4588-4591.
    • (1984) Appl Opt , vol.23 , pp. 4588-4591
    • Todorov, T.1    Nikolova, L.2    Tomova, N.3
  • 21
    • 0030556642 scopus 로고    scopus 로고
    • Recent development of the nonlinear optical active material system
    • Kim N. Recent development of the nonlinear optical active material system. Macromol Symp 1996;101:235-242.
    • (1996) Macromol Symp , vol.101 , pp. 235-242
    • Kim, N.1
  • 23
    • 1842625503 scopus 로고
    • Second-order nonlinearity in poled-polymer systems
    • Burland DM, Miller RD, Walsh CA. Second-order nonlinearity in poled-polymer systems. Chem Rev 1994;94:31-75.
    • (1994) Chem Rev , vol.94 , pp. 31-75
    • Burland, D.M.1    Miller, R.D.2    Walsh, C.A.3
  • 24
    • 0040206535 scopus 로고    scopus 로고
    • Photochromic optically active polymers
    • Salamone JC, editor, Boca Raton: CRC Press;
    • Carlini C, Angiolini L, Caretti D. Photochromic optically active polymers, in: Salamone JC, editor. Polymeric materials encyclopedia, Vol. 7. Boca Raton: CRC Press; 1996. p 5116-5123.
    • (1996) Polymeric materials encyclopedia , vol.7 , pp. 5116-5123
    • Carlini, C.1    Angiolini, L.2    Caretti, D.3
  • 25
    • 0032832783 scopus 로고    scopus 로고
    • Second-order nonlinear optical properties of chiral thin films
    • Verbiest T, Kauranen M, Persoon A. Second-order nonlinear optical properties of chiral thin films. J. Mater Chem 1999;9:2005-2012.
    • (1999) J. Mater Chem , vol.9 , pp. 2005-2012
    • Verbiest, T.1    Kauranen, M.2    Persoon, A.3
  • 26
    • 0037120183 scopus 로고    scopus 로고
    • Photo-modulation of the chiroptical properties of new chiral methacrylic polymers with side chain azobenzene moieties
    • Angiolini L, Bozio R, Giorgini L, Pedron D, Turco G, Daurù A. Photo-modulation of the chiroptical properties of new chiral methacrylic polymers with side chain azobenzene moieties. Chem Eur J 2002;8:4241-4247.
    • (2002) Chem Eur J , vol.8 , pp. 4241-4247
    • Angiolini, L.1    Bozio, R.2    Giorgini, L.3    Pedron, D.4    Turco, G.5    Daurù, A.6
  • 27
    • 0041327858 scopus 로고    scopus 로고
    • Photo-induced chiroptical bistability in new chiral methacrylic azobenzene-containing polymers
    • Angiolini L, Benelli T, Bozio R, Daurù A, Giorgini L, Pedron D. Photo-induced chiroptical bistability in new chiral methacrylic azobenzene-containing polymers. Synthetic Metals 2003;139:743-746.
    • (2003) Synthetic Metals , vol.139 , pp. 743-746
    • Angiolini, L.1    Benelli, T.2    Bozio, R.3    Daurù, A.4    Giorgini, L.5    Pedron, D.6
  • 28
    • 0033606292 scopus 로고    scopus 로고
    • Photoresponsive azobenzene-containing dendrimers with multiple discrete states
    • Junge DM, McGrath DV. Photoresponsive azobenzene-containing dendrimers with multiple discrete states. J Am Chem Soc 1999;121:4912-4913.
    • (1999) J Am Chem Soc , vol.121 , pp. 4912-4913
    • Junge, D.M.1    McGrath, D.V.2
  • 29
    • 14244269476 scopus 로고    scopus 로고
    • Synthesis and photoresponsive study of azobenzene centered polyamidoamine dendrimers
    • Ghosh S, Banthia AK, Chen Z. Synthesis and photoresponsive study of azobenzene centered polyamidoamine dendrimers. Tetrahedron 2005;61:2889-2896.
    • (2005) Tetrahedron , vol.61 , pp. 2889-2896
    • Ghosh, S.1    Banthia, A.K.2    Chen, Z.3
  • 30
    • 2442514226 scopus 로고    scopus 로고
    • Photochemistry and photophysics of stilbene dendrimers and related compounds
    • Momotake A, Arai T. Photochemistry and photophysics of stilbene dendrimers and related compounds. J Photochem Photobiol C: Photochem Rev 2004;5:1-25.
    • (2004) J Photochem Photobiol C: Photochem Rev , vol.5 , pp. 1-25
    • Momotake, A.1    Arai, T.2
  • 31
    • 3743150592 scopus 로고    scopus 로고
    • Dendrimers in supramolecular chemistry: From molecular recognition to self-assembly
    • Zeng F, Zimmerman SC. Dendrimers in supramolecular chemistry: from molecular recognition to self-assembly. Chem Rev 1997;97:1681-1712.
    • (1997) Chem Rev , vol.97 , pp. 1681-1712
    • Zeng, F.1    Zimmerman, S.C.2
  • 32
    • 0038674868 scopus 로고    scopus 로고
    • About dendrimers: Structure, physical properties, and applications
    • Bosman AW, Jansenn HM, Mejer EW. About dendrimers: structure, physical properties, and applications. Chem Rev 1999;99:1665-1688.
    • (1999) Chem Rev , vol.99 , pp. 1665-1688
    • Bosman, A.W.1    Jansenn, H.M.2    Mejer, E.W.3
  • 34
    • 0032477319 scopus 로고    scopus 로고
    • Toward photo-switchable dendritic hosts. Interaction between azobenzene-functionalized dendrimers and eosin
    • Archut A, Azzellini GC, Balzani V, De Cola L, Vögtle F. Toward photo-switchable dendritic hosts. Interaction between azobenzene-functionalized dendrimers and eosin. J Am Chem Soc 1998;120:12187-12191.
    • (1998) J Am Chem Soc , vol.120 , pp. 12187-12191
    • Archut, A.1    Azzellini, G.C.2    Balzani, V.3    De Cola, L.4    Vögtle, F.5
  • 35
    • 4544278176 scopus 로고    scopus 로고
    • Dendritic polyisophthalate endcapped with naphthyl groups for holographic recording
    • Kou H, Shi W, Lougnot DJ, Lu Y, Ming H. Dendritic polyisophthalate endcapped with naphthyl groups for holographic recording. Polym Adv Technol 2004;15:508-513.
    • (2004) Polym Adv Technol , vol.15 , pp. 508-513
    • Kou, H.1    Shi, W.2    Lougnot, D.J.3    Lu, Y.4    Ming, H.5
  • 36
    • 0032592201 scopus 로고    scopus 로고
    • Synthesis and chiroptical properties of optically active photochromic methacrylic polymers bearing in the side chain the (S)-3-hydroxypyrrolidinyl group conjugated with the trans-azoaromatic chromophore
    • Angiolini L, Caretti D, Giorgini L, Salatelli E. Synthesis and chiroptical properties of optically active photochromic methacrylic polymers bearing in the side chain the (S)-3-hydroxypyrrolidinyl group conjugated with the trans-azoaromatic chromophore. J Polym Sci Part A: Polym Chem 1999;37:3257-3268.
    • (1999) J Polym Sci Part A: Polym Chem , vol.37 , pp. 3257-3268
    • Angiolini, L.1    Caretti, D.2    Giorgini, L.3    Salatelli, E.4
  • 37
    • 0035117284 scopus 로고    scopus 로고
    • Methacrylic polymers bearing side-chain permanent dipole azobenzene chromophores spaced from the main chain by chiral moieties: Synthesis and characterization
    • Angiolini L, Caretti D, Giorgini L, Salatelli E. Methacrylic polymers bearing side-chain permanent dipole azobenzene chromophores spaced from the main chain by chiral moieties: synthesis and characterization. Polymer 2001;42:4005-4016.
    • (2001) Polymer , vol.42 , pp. 4005-4016
    • Angiolini, L.1    Caretti, D.2    Giorgini, L.3    Salatelli, E.4
  • 39
    • 0027115128 scopus 로고
    • Synthesis of four generations of monodisperse aryl ester dendrimers based on 1,3,5-benzenetricarboxylic acid
    • Miller TM, Kwock EW, Neenan TX. Synthesis of four generations of monodisperse aryl ester dendrimers based on 1,3,5-benzenetricarboxylic acid. Macromolecules 1992;25:3143-3148.
    • (1992) Macromolecules , vol.25 , pp. 3143-3148
    • Miller, T.M.1    Kwock, E.W.2    Neenan, T.X.3
  • 40
    • 0036147642 scopus 로고    scopus 로고
    • Highly-charged organic nanoparticles: Redox-active dendrimers incorporating 9,10-bis(1,3-dithiol-2-ylidene)-9,10-dihydroanthracene units
    • Godbert N, Bryce MR. Highly-charged organic nanoparticles: redox-active dendrimers incorporating 9,10-bis(1,3-dithiol-2-ylidene)-9,10-dihydroanthracene units. J Mater Chem 2002;12:27-36.
    • (2002) J Mater Chem , vol.12 , pp. 27-36
    • Godbert, N.1    Bryce, M.R.2
  • 41
    • 37049075831 scopus 로고
    • A new convergent approach to monodisperse dendritic macromolecules
    • Hawker CJ, Fréchet JMJ. A new convergent approach to monodisperse dendritic macromolecules. J Chem Soc Chem Commun 1990;15:1010-1013.
    • (1990) J Chem Soc Chem Commun , vol.15 , pp. 1010-1013
    • Hawker, C.J.1    Fréchet, J.M.J.2
  • 42
    • 0038817081 scopus 로고
    • Preparation of polymers with controlled molecular architecture. A new convergent approach to dendritic macromolecules
    • Hawker CJ, Fréchet JMJ. Preparation of polymers with controlled molecular architecture. A new convergent approach to dendritic macromolecules. J Am Chem Soc 1990;112:7638-7647.
    • (1990) J Am Chem Soc , vol.112 , pp. 7638-7647
    • Hawker, C.J.1    Fréchet, J.M.J.2
  • 43
    • 84987280189 scopus 로고
    • Synthesis of chiral starburst dendrimers from phb-derived triols as central cores
    • Seebach D, Lapierre JM, Greiveldinger G, Skobridis K. Synthesis of chiral starburst dendrimers from phb-derived triols as central cores. Helv Chim Acta 1994;77:1673-1688.
    • (1994) Helv Chim Acta , vol.77 , pp. 1673-1688
    • Seebach, D.1    Lapierre, J.M.2    Greiveldinger, G.3    Skobridis, K.4
  • 44
    • 0032481635 scopus 로고    scopus 로고
    • Constitution, configuration, and the optical activity of chiral dendrimers
    • McElhanon JR, McGrath DV. Constitution, configuration, and the optical activity of chiral dendrimers. J Am Chem Soc 1998;120:1647-1656.
    • (1998) J Am Chem Soc , vol.120 , pp. 1647-1656
    • McElhanon, J.R.1    McGrath, D.V.2
  • 46
    • 4644279075 scopus 로고
    • Optically active polymers bearing side-chain photochromic moieties: Synthesis and chiroptical properties of methacrylic and acrylic homopolymers with pendant L-lactic acid or L-alanine residues connected to trans-4-aminoazobenzene
    • Angiolini L, Carlini C, Caretti D, Salatelli E. Optically active polymers bearing side-chain photochromic moieties: synthesis and chiroptical properties of methacrylic and acrylic homopolymers with pendant L-lactic acid or L-alanine residues connected to trans-4-aminoazobenzene. Macromol Chem Phys 1995;196:2737-2750.
    • (1995) Macromol Chem Phys , vol.196 , pp. 2737-2750
    • Angiolini, L.1    Carlini, C.2    Caretti, D.3    Salatelli, E.4
  • 47
    • 0001181783 scopus 로고
    • Optically active vinyl polymers containing fluorescent groups, part 8. Synthesis and properties of copolymers of N-vinylcarbazole and (-)-menthyl acrylate and (-)-menthyl methacrylate
    • Chiellini E, Solaro R, Ledwith A, Galli G. Optically active vinyl polymers containing fluorescent groups, part 8. Synthesis and properties of copolymers of N-vinylcarbazole and (-)-menthyl acrylate and (-)-menthyl methacrylate. Macromolecules 1980;13:1654-1660.
    • (1980) Macromolecules , vol.13 , pp. 1654-1660
    • Chiellini, E.1    Solaro, R.2    Ledwith, A.3    Galli, G.4
  • 48
    • 0000798609 scopus 로고
    • Spectroscopic characterization and chiroptical properties of the copolymers of (-)3-menthyl acrylate and (-)3-menthyl methacrylate with styrene
    • Majumdar RN, Carlini C. Spectroscopic characterization and chiroptical properties of the copolymers of (-)3-menthyl acrylate and (-)3-menthyl methacrylate with styrene. Makromol Chem 1980;181:201-214.
    • (1980) Makromol Chem , vol.181 , pp. 201-214
    • Majumdar, R.N.1    Carlini, C.2
  • 49
    • 0020497262 scopus 로고
    • Optically active polymers containing side-chain benzophenone chromophores
    • Carlini C, Gurzoni F. Optically active polymers containing side-chain benzophenone chromophores. Polymer 1983;24:101-106.
    • (1983) Polymer , vol.24 , pp. 101-106
    • Carlini, C.1    Gurzoni, F.2
  • 50
    • 14844350041 scopus 로고    scopus 로고
    • Optically active photochromic methacrylic polymers with controlled average molecular weight and defined end-groups by atom transfer radical polymerization
    • Angiolini L, Benelli T, Giorgini L, Salatelli E. Optically active photochromic methacrylic polymers with controlled average molecular weight and defined end-groups by atom transfer radical polymerization. Polymer 2005;46:2424-2432.
    • (2005) Polymer , vol.46 , pp. 2424-2432
    • Angiolini, L.1    Benelli, T.2    Giorgini, L.3    Salatelli, E.4
  • 51
    • 26844462297 scopus 로고    scopus 로고
    • Chiral interactions in azobenzene dimers: A combined experimental and theoretical study
    • Painelli A, Terenziani F, Angiolini L, Benelli T, Giorgini L. Chiral interactions in azobenzene dimers: a combined experimental and theoretical study. Chem Eur J 2005;11:6053-6063.
    • (2005) Chem Eur J , vol.11 , pp. 6053-6063
    • Painelli, A.1    Terenziani, F.2    Angiolini, L.3    Benelli, T.4    Giorgini, L.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.