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Volumn 42, Issue 6, 2009, Pages 1860-1866

Efficient free-radical cyclopolymerization of oriented styrenic difunctional monomers

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPHANE; DEGREE OF FLEXIBILITY; DEGREES OF POLYMERIZATIONS; DIFUNCTIONAL; MALONATE MOIETY; RADICAL CYCLOPOLYMERIZATION; REPEATING UNIT; THEORETICAL CALCULATIONS;

EID: 66649089782     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma802530t     Document Type: Article
Times cited : (34)

References (55)
  • 3
    • 0035470133 scopus 로고    scopus 로고
    • For leading references about controlled or living free-radical polymerization, see:(a) Matyjaszewski, K.; Xia, J. Chem. Rev. 2001. 101, 2921-2990.
    • For leading references about controlled or "living" free-radical polymerization, see:(a) Matyjaszewski, K.; Xia, J. Chem. Rev. 2001. 101, 2921-2990.
  • 7
    • 28644434579 scopus 로고    scopus 로고
    • For leading references about synthesis and applications of dendrimers, see:e
    • For leading references about synthesis and applications of dendrimers, see:(e) Lee, C. C.; MacKay, J. A.; Fréchet, J. M. J.; Szoka, F. C. Nat. Biotechnol. 2005, 23, 1517-26.
    • (2005) Nat. Biotechnol , vol.23 , pp. 1517-1526
    • Lee, C.C.1    MacKay, J.A.2    Fréchet, J.M.J.3    Szoka, F.C.4
  • 11
    • 33645473133 scopus 로고    scopus 로고
    • For selected recent examples, see:a
    • For selected recent examples, see:(a) Laurent, B. A.; Grayson, S. M. J. Am. Chem. Soc. 2006, 128, 4238-4239.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 4238-4239
    • Laurent, B.A.1    Grayson, S.M.2
  • 13
    • 35248839338 scopus 로고    scopus 로고
    • and references therein
    • (c) Oike, H. React. Funct. Polym. 2007, 67, 1157-1167, and references therein.
    • (2007) React. Funct. Polym , vol.67 , pp. 1157-1167
    • Oike, H.1
  • 16
    • 0001440564 scopus 로고    scopus 로고
    • and references therein
    • (c) Mathias, L. J. Trends Polym. Sci. 1996, 10, 330-336. and references therein.
    • (1996) Trends Polym. Sci , vol.10 , pp. 330-336
    • Mathias, L.J.1
  • 33
    • 66649124104 scopus 로고    scopus 로고
    • A high degree of steric hindrance for two of the branches of the quaternary carbon atom would reduce the availability of the other two polymerizable moieties to be involved in the propagation of differing chains, resulting in cross-linking
    • A high degree of steric hindrance for two of the branches of the quaternary carbon atom would reduce the availability of the other two polymerizable moieties to be involved in the propagation of differing chains, resulting in cross-linking.
  • 35
    • 33748215842 scopus 로고    scopus 로고
    • For an example of these fascinating class of compounds, see:a
    • For an example of these fascinating class of compounds, see:(a) Sakamoto, Y.; Miyoshi, N.; Shinmyozu, T. Angew. Chem., Int. Ed. Engl. 1996, 35, 549-550.
    • (1996) Angew. Chem., Int. Ed. Engl , vol.35 , pp. 549-550
    • Sakamoto, Y.1    Miyoshi, N.2    Shinmyozu, T.3
  • 36
    • 45249099127 scopus 로고    scopus 로고
    • For multilayered [3,3]cyclophanes, see:(b) Shibahara, M.; Watanabe, M.; Iwanaga, T.; Matsumoto, T.; Ideta, K.; Shinmyozu, T. J. Org. Chem. 2008, 73, 4433-4442.
    • For multilayered [3,3]cyclophanes, see:(b) Shibahara, M.; Watanabe, M.; Iwanaga, T.; Matsumoto, T.; Ideta, K.; Shinmyozu, T. J. Org. Chem. 2008, 73, 4433-4442.
  • 37
    • 43049130320 scopus 로고    scopus 로고
    • For a general reference on polymeric cyclophanes:c
    • For a general reference on polymeric cyclophanes:(c) Morisaki, Y.; Chujo, Y. Prog. Polym. Sci. 2008, 33, 346-364.
    • (2008) Prog. Polym. Sci , vol.33 , pp. 346-364
    • Morisaki, Y.1    Chujo, Y.2
  • 38
    • 66649121025 scopus 로고    scopus 로고
    • Lower yields for the cyclopolymerization were obtained using BPO instead of AIBN as the free-radical initiator see Supporting Information
    • Lower yields for the cyclopolymerization were obtained using BPO instead of AIBN as the free-radical initiator (see Supporting Information).
  • 39
    • 34447343623 scopus 로고    scopus 로고
    • For CAN (cerium ammonium nitrate)-catalyzed cleavage of acetals and ketals, see: (a) Maulide, N.; Vanherck, J.-C.; Gautier, A.; Markó, I. E. Acc. Chem. Res. 2007, 40, 381-392.
    • For CAN (cerium ammonium nitrate)-catalyzed cleavage of acetals and ketals, see: (a) Maulide, N.; Vanherck, J.-C.; Gautier, A.; Markó, I. E. Acc. Chem. Res. 2007, 40, 381-392.
  • 40
    • 0346731098 scopus 로고    scopus 로고
    • For the multiple cleavage of acetone ketal protecting groups (in dendritic systems, see:b
    • For the multiple cleavage of acetone ketal protecting groups (in dendritic systems), see:(b) Gillies, E. R.; Fréchet, J. M. J. J. Org. Chem. 2004, 69, 46-53.
    • (2004) J. Org. Chem , vol.69 , pp. 46-53
    • Gillies, E.R.1    Fréchet, J.M.J.2
  • 41
  • 45
    • 66649130130 scopus 로고    scopus 로고
    • Gaussian 03, Revision D.01: Frisch, M. J, Trucks, G. W, Schlegel, H. B, Scuseria, G. E, Robb, M. A, Cheeseman, J. R, Montgomery, Jr, J. A, Vreven, T, Kudin, K. N, Burant, J. C, Millam, J. M, Iyengar, S. S, Tomasi, J, Barone, V, Mennucci, B, Cossi, M, Scalmani, G, Rega, N, Petersson, G. A, Nakatsuji, H, Hada, M, Ehara, M, Toyota, K, Fukuda, R, Hasegawa, J, Ishida, M, Nakajima, T, Honda, Y, Kitao, O, Nakai, H, Klene, M, Li, X, Knox, J. E, Hratchian, H. P, Cross, J. B, Bakken, V, Adamo, C, Jaramillo, J, Gomperts, R, Stratmann, R. E, Yazyev, O, Austin, A. J, Cammi, R, Pomelli, C, Ochterski, J. W, Ayala, P. Y, Morokuma, K, Voth, G. A, Salvador, P, Dannenberg, J. J, Zakrzewski, V. G, Dapprich, S, Daniels, A. D, Strain, M. C, Farkas, O, Malick, D. K, Rabuck, A. D, Raghavachari, K, Foresman, J. B, Ortiz, J. V, Cui, Q, Baboul, A. G, Clifford, S, Cioslowski, J, Stefanov, B. B, Liu, G, Liashenko, A, Piskorz, P, Komaromi
    • Gaussian 03, Revision D.01: Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, Jr., J. A.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. Gaussian, Inc.: Wallingford, CT, 2004.
  • 50
    • 66649088527 scopus 로고    scopus 로고
    • 2O, corresponding to the ketal cleavage and then loss of H2O) correspond to a neat loss of one molecule of acetone.
    • 2O, corresponding to the ketal cleavage and then loss of H2O) correspond to a neat loss of one molecule of acetone.
  • 51
    • 27944497380 scopus 로고    scopus 로고
    • The compound is a potent lacrymator; extreme caution is strongly suggested when using it
    • Shimomura, O.; Lee, B. S.; Meth, S.; Suzuki, H.; Mahajan, S.; Nomurab, R.; Janda, K. D. Tetrahedron 2005, 61, 12160-12167. The compound is a potent lacrymator; extreme caution is strongly suggested when using it.
    • (2005) Tetrahedron , vol.61 , pp. 12160-12167
    • Shimomura, O.1    Lee, B.S.2    Meth, S.3    Suzuki, H.4    Mahajan, S.5    Nomurab, R.6    Janda, K.D.7
  • 54
    • 0442266988 scopus 로고    scopus 로고
    • Following conditions smilar to: Kamahori, K.; Ito, K.; Itsuno, S. J. Org. Chem. 1996, 61, 8321-8324.
    • Following conditions smilar to: Kamahori, K.; Ito, K.; Itsuno, S. J. Org. Chem. 1996, 61, 8321-8324.
  • 55
    • 0000975405 scopus 로고
    • The deprotection was carried out as reported in: Weber, E
    • The deprotection was carried out as reported in: Weber, E. J. Org. Chem. 1982, 47, 3478-3486.
    • (1982) J. Org. Chem , vol.47 , pp. 3478-3486


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