메뉴 건너뛰기




Volumn 37, Issue 15, 2004, Pages 5495-5503

Helicity induction on poly(phenylacetylene)s bearing phosphonic acid pendants with chiral amines and memory of the macromolecular helicity assisted by interaction with achiral amines in dimethyl sulfoxide

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; CATALYSTS; DISSOCIATION; ESTERS; MOLECULAR STRUCTURE; MOLECULAR WEIGHT; POLYMERS; POLYMETHYL METHACRYLATES; SULFUR DIOXIDE;

EID: 3943051361     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma049066v     Document Type: Article
Times cited : (76)

References (65)
  • 1
    • 0038756246 scopus 로고    scopus 로고
    • Berova, N., Nakanishi, K., Woody, R. W., Eds.; Wiley-VCH: New York
    • Reviews: (a) Yashima, E.; Okamoto, Y. In Circular Dichroism; Principles and Applications, 2nd ed.; Berova, N., Nakanishi, K., Woody, R. W., Eds.; Wiley-VCH: New York, 2000; pp 521-546. (b) Canary, J. W.; Holmes, A. E.; Liu, J. Enantiomer 2001, 6, 181-188. (c) Fujiki, M. Macromol. Rapid Commun. 2001, 22, 539-563. (d) Allenmark, S. Chirality 2003, 15, 409-422. (e) Yashima, E.; Maeda, K.; Nishimura, T. Chem.-Eur. J. 2004, 10, 42-51 and references therein.
    • (2000) Circular Dichroism; Principles and Applications, 2nd Ed. , pp. 521-546
    • Yashima, E.1    Okamoto, Y.2
  • 2
    • 0034812633 scopus 로고    scopus 로고
    • Reviews: (a) Yashima, E.; Okamoto, Y. In Circular Dichroism; Principles and Applications, 2nd ed.; Berova, N., Nakanishi, K., Woody, R. W., Eds.; Wiley-VCH: New York, 2000; pp 521-546. (b) Canary, J. W.; Holmes, A. E.; Liu, J. Enantiomer 2001, 6, 181-188. (c) Fujiki, M. Macromol. Rapid Commun. 2001, 22, 539-563. (d) Allenmark, S. Chirality 2003, 15, 409-422. (e) Yashima, E.; Maeda, K.; Nishimura, T. Chem.-Eur. J. 2004, 10, 42-51 and references therein.
    • (2001) Enantiomer , vol.6 , pp. 181-188
    • Canary, J.W.1    Holmes, A.E.2    Liu, J.3
  • 3
    • 0035534162 scopus 로고    scopus 로고
    • Reviews: (a) Yashima, E.; Okamoto, Y. In Circular Dichroism; Principles and Applications, 2nd ed.; Berova, N., Nakanishi, K., Woody, R. W., Eds.; Wiley-VCH: New York, 2000; pp 521-546. (b) Canary, J. W.; Holmes, A. E.; Liu, J. Enantiomer 2001, 6, 181-188. (c) Fujiki, M. Macromol. Rapid Commun. 2001, 22, 539-563. (d) Allenmark, S. Chirality 2003, 15, 409-422. (e) Yashima, E.; Maeda, K.; Nishimura, T. Chem.-Eur. J. 2004, 10, 42-51 and references therein.
    • (2001) Macromol. Rapid Commun. , vol.22 , pp. 539-563
    • Fujiki, M.1
  • 4
    • 0038341696 scopus 로고    scopus 로고
    • Reviews: (a) Yashima, E.; Okamoto, Y. In Circular Dichroism; Principles and Applications, 2nd ed.; Berova, N., Nakanishi, K., Woody, R. W., Eds.; Wiley-VCH: New York, 2000; pp 521-546. (b) Canary, J. W.; Holmes, A. E.; Liu, J. Enantiomer 2001, 6, 181-188. (c) Fujiki, M. Macromol. Rapid Commun. 2001, 22, 539-563. (d) Allenmark, S. Chirality 2003, 15, 409-422. (e) Yashima, E.; Maeda, K.; Nishimura, T. Chem.-Eur. J. 2004, 10, 42-51 and references therein.
    • (2003) Chirality , vol.15 , pp. 409-422
    • Allenmark, S.1
  • 5
    • 0347088935 scopus 로고    scopus 로고
    • and references therein
    • Reviews: (a) Yashima, E.; Okamoto, Y. In Circular Dichroism; Principles and Applications, 2nd ed.; Berova, N., Nakanishi, K., Woody, R. W., Eds.; Wiley-VCH: New York, 2000; pp 521-546. (b) Canary, J. W.; Holmes, A. E.; Liu, J. Enantiomer 2001, 6, 181-188. (c) Fujiki, M. Macromol. Rapid Commun. 2001, 22, 539-563. (d) Allenmark, S. Chirality 2003, 15, 409-422. (e) Yashima, E.; Maeda, K.; Nishimura, T. Chem.-Eur. J. 2004, 10, 42-51 and references therein.
    • (2004) Chem.-Eur. J. , vol.10 , pp. 42-51
    • Yashima, E.1    Maeda, K.2    Nishimura, T.3
  • 9
    • 0001070801 scopus 로고
    • Reviews: (a) Okamoto, Y.; Nakano, T. Chem. Rev. 1994, 94, 349-372. (b) Green, M. M.; Peterson, N. C.; Sato, T.; Teramoto, A.; Cook, R.; Lifson, S. Science 1995, 268, 1860-1866. (c) Gellman, S. H. Acc. Chem. Res. 1998, 31, 173-180. (d) Srinivasarao, M. Curr. Opin. Colloid Interface Sci. 1999, 4, 370-376. (e) Hill, D. J.; Mio, M. J.; Prince, R. B.; Hughes, T. S.; Moore, J. S. Chem. Rev. 2001, 101, 3893-4011. (f) Nakano, T.; Okamoto, Y. Chem. Rev. 2001, 101, 4013-4038. (g) Cornelissen, J. J. L. M.; Rowan, A. E.; Nolte, R. J. M.; Sommerdyk, N. A. J. M. Chem. Rev. 2001, 101, 4039-4070. (h) Brunsveld, L.; Folmer, B. J. B.; Meijer, E. W.; Sijbesma, R. P. Chem. Rev. 2001, 101, 4071-4097. (i) Huc, I. Eur. J. Org. Chem. 2004, 17-29.
    • (1994) Chem. Rev. , vol.94 , pp. 349-372
    • Okamoto, Y.1    Nakano, T.2
  • 10
    • 6744266061 scopus 로고
    • Reviews: (a) Okamoto, Y.; Nakano, T. Chem. Rev. 1994, 94, 349-372. (b) Green, M. M.; Peterson, N. C.; Sato, T.; Teramoto, A.; Cook, R.; Lifson, S. Science 1995, 268, 1860-1866. (c) Gellman, S. H. Acc. Chem. Res. 1998, 31, 173-180. (d) Srinivasarao, M. Curr. Opin. Colloid Interface Sci. 1999, 4, 370-376. (e) Hill, D. J.; Mio, M. J.; Prince, R. B.; Hughes, T. S.; Moore, J. S. Chem. Rev. 2001, 101, 3893-4011. (f) Nakano, T.; Okamoto, Y. Chem. Rev. 2001, 101, 4013-4038. (g) Cornelissen, J. J. L. M.; Rowan, A. E.; Nolte, R. J. M.; Sommerdyk, N. A. J. M. Chem. Rev. 2001, 101, 4039-4070. (h) Brunsveld, L.; Folmer, B. J. B.; Meijer, E. W.; Sijbesma, R. P. Chem. Rev. 2001, 101, 4071-4097. (i) Huc, I. Eur. J. Org. Chem. 2004, 17-29.
    • (1995) Science , vol.268 , pp. 1860-1866
    • Green, M.M.1    Peterson, N.C.2    Sato, T.3    Teramoto, A.4    Cook, R.5    Lifson, S.6
  • 11
    • 0542421525 scopus 로고    scopus 로고
    • Reviews: (a) Okamoto, Y.; Nakano, T. Chem. Rev. 1994, 94, 349-372. (b) Green, M. M.; Peterson, N. C.; Sato, T.; Teramoto, A.; Cook, R.; Lifson, S. Science 1995, 268, 1860-1866. (c) Gellman, S. H. Acc. Chem. Res. 1998, 31, 173-180. (d) Srinivasarao, M. Curr. Opin. Colloid Interface Sci. 1999, 4, 370-376. (e) Hill, D. J.; Mio, M. J.; Prince, R. B.; Hughes, T. S.; Moore, J. S. Chem. Rev. 2001, 101, 3893-4011. (f) Nakano, T.; Okamoto, Y. Chem. Rev. 2001, 101, 4013-4038. (g) Cornelissen, J. J. L. M.; Rowan, A. E.; Nolte, R. J. M.; Sommerdyk, N. A. J. M. Chem. Rev. 2001, 101, 4039-4070. (h) Brunsveld, L.; Folmer, B. J. B.; Meijer, E. W.; Sijbesma, R. P. Chem. Rev. 2001, 101, 4071-4097. (i) Huc, I. Eur. J. Org. Chem. 2004, 17-29.
    • (1998) Acc. Chem. Res. , vol.31 , pp. 173-180
    • Gellman, S.H.1
  • 12
    • 0000287405 scopus 로고    scopus 로고
    • Reviews: (a) Okamoto, Y.; Nakano, T. Chem. Rev. 1994, 94, 349-372. (b) Green, M. M.; Peterson, N. C.; Sato, T.; Teramoto, A.; Cook, R.; Lifson, S. Science 1995, 268, 1860-1866. (c) Gellman, S. H. Acc. Chem. Res. 1998, 31, 173-180. (d) Srinivasarao, M. Curr. Opin. Colloid Interface Sci. 1999, 4, 370-376. (e) Hill, D. J.; Mio, M. J.; Prince, R. B.; Hughes, T. S.; Moore, J. S. Chem. Rev. 2001, 101, 3893-4011. (f) Nakano, T.; Okamoto, Y. Chem. Rev. 2001, 101, 4013-4038. (g) Cornelissen, J. J. L. M.; Rowan, A. E.; Nolte, R. J. M.; Sommerdyk, N. A. J. M. Chem. Rev. 2001, 101, 4039-4070. (h) Brunsveld, L.; Folmer, B. J. B.; Meijer, E. W.; Sijbesma, R. P. Chem. Rev. 2001, 101, 4071-4097. (i) Huc, I. Eur. J. Org. Chem. 2004, 17-29.
    • (1999) Curr. Opin. Colloid Interface Sci. , vol.4 , pp. 370-376
    • Srinivasarao, M.1
  • 13
    • 0035542909 scopus 로고    scopus 로고
    • Reviews: (a) Okamoto, Y.; Nakano, T. Chem. Rev. 1994, 94, 349-372. (b) Green, M. M.; Peterson, N. C.; Sato, T.; Teramoto, A.; Cook, R.; Lifson, S. Science 1995, 268, 1860-1866. (c) Gellman, S. H. Acc. Chem. Res. 1998, 31, 173-180. (d) Srinivasarao, M. Curr. Opin. Colloid Interface Sci. 1999, 4, 370-376. (e) Hill, D. J.; Mio, M. J.; Prince, R. B.; Hughes, T. S.; Moore, J. S. Chem. Rev. 2001, 101, 3893-4011. (f) Nakano, T.; Okamoto, Y. Chem. Rev. 2001, 101, 4013-4038. (g) Cornelissen, J. J. L. M.; Rowan, A. E.; Nolte, R. J. M.; Sommerdyk, N. A. J. M. Chem. Rev. 2001, 101, 4039-4070. (h) Brunsveld, L.; Folmer, B. J. B.; Meijer, E. W.; Sijbesma, R. P. Chem. Rev. 2001, 101, 4071-4097. (i) Huc, I. Eur. J. Org. Chem. 2004, 17-29.
    • (2001) Chem. Rev. , vol.101 , pp. 3893-4011
    • Hill, D.J.1    Mio, M.J.2    Prince, R.B.3    Hughes, T.S.4    Moore, J.S.5
  • 14
    • 0035781183 scopus 로고    scopus 로고
    • Reviews: (a) Okamoto, Y.; Nakano, T. Chem. Rev. 1994, 94, 349-372. (b) Green, M. M.; Peterson, N. C.; Sato, T.; Teramoto, A.; Cook, R.; Lifson, S. Science 1995, 268, 1860-1866. (c) Gellman, S. H. Acc. Chem. Res. 1998, 31, 173-180. (d) Srinivasarao, M. Curr. Opin. Colloid Interface Sci. 1999, 4, 370-376. (e) Hill, D. J.; Mio, M. J.; Prince, R. B.; Hughes, T. S.; Moore, J. S. Chem. Rev. 2001, 101, 3893-4011. (f) Nakano, T.; Okamoto, Y. Chem. Rev. 2001, 101, 4013-4038. (g) Cornelissen, J. J. L. M.; Rowan, A. E.; Nolte, R. J. M.; Sommerdyk, N. A. J. M. Chem. Rev. 2001, 101, 4039-4070. (h) Brunsveld, L.; Folmer, B. J. B.; Meijer, E. W.; Sijbesma, R. P. Chem. Rev. 2001, 101, 4071-4097. (i) Huc, I. Eur. J. Org. Chem. 2004, 17-29.
    • (2001) Chem. Rev. , vol.101 , pp. 4013-4038
    • Nakano, T.1    Okamoto, Y.2
  • 15
    • 0035542911 scopus 로고    scopus 로고
    • Reviews: (a) Okamoto, Y.; Nakano, T. Chem. Rev. 1994, 94, 349-372. (b) Green, M. M.; Peterson, N. C.; Sato, T.; Teramoto, A.; Cook, R.; Lifson, S. Science 1995, 268, 1860-1866. (c) Gellman, S. H. Acc. Chem. Res. 1998, 31, 173-180. (d) Srinivasarao, M. Curr. Opin. Colloid Interface Sci. 1999, 4, 370-376. (e) Hill, D. J.; Mio, M. J.; Prince, R. B.; Hughes, T. S.; Moore, J. S. Chem. Rev. 2001, 101, 3893-4011. (f) Nakano, T.; Okamoto, Y. Chem. Rev. 2001, 101, 4013-4038. (g) Cornelissen, J. J. L. M.; Rowan, A. E.; Nolte, R. J. M.; Sommerdyk, N. A. J. M. Chem. Rev. 2001, 101, 4039-4070. (h) Brunsveld, L.; Folmer, B. J. B.; Meijer, E. W.; Sijbesma, R. P. Chem. Rev. 2001, 101, 4071-4097. (i) Huc, I. Eur. J. Org. Chem. 2004, 17-29.
    • (2001) Chem. Rev. , vol.101 , pp. 4039-4070
    • Cornelissen, J.J.L.M.1    Rowan, A.E.2    Nolte, R.J.M.3    Sommerdyk, N.A.J.M.4
  • 16
    • 0035781082 scopus 로고    scopus 로고
    • Reviews: (a) Okamoto, Y.; Nakano, T. Chem. Rev. 1994, 94, 349-372. (b) Green, M. M.; Peterson, N. C.; Sato, T.; Teramoto, A.; Cook, R.; Lifson, S. Science 1995, 268, 1860-1866. (c) Gellman, S. H. Acc. Chem. Res. 1998, 31, 173-180. (d) Srinivasarao, M. Curr. Opin. Colloid Interface Sci. 1999, 4, 370-376. (e) Hill, D. J.; Mio, M. J.; Prince, R. B.; Hughes, T. S.; Moore, J. S. Chem. Rev. 2001, 101, 3893-4011. (f) Nakano, T.; Okamoto, Y. Chem. Rev. 2001, 101, 4013-4038. (g) Cornelissen, J. J. L. M.; Rowan, A. E.; Nolte, R. J. M.; Sommerdyk, N. A. J. M. Chem. Rev. 2001, 101, 4039-4070. (h) Brunsveld, L.; Folmer, B. J. B.; Meijer, E. W.; Sijbesma, R. P. Chem. Rev. 2001, 101, 4071-4097. (i) Huc, I. Eur. J. Org. Chem. 2004, 17-29.
    • (2001) Chem. Rev. , vol.101 , pp. 4071-4097
    • Brunsveld, L.1    Folmer, B.J.B.2    Meijer, E.W.3    Sijbesma, R.P.4
  • 17
    • 58149184505 scopus 로고    scopus 로고
    • Reviews: (a) Okamoto, Y.; Nakano, T. Chem. Rev. 1994, 94, 349-372. (b) Green, M. M.; Peterson, N. C.; Sato, T.; Teramoto, A.; Cook, R.; Lifson, S. Science 1995, 268, 1860-1866. (c) Gellman, S. H. Acc. Chem. Res. 1998, 31, 173-180. (d) Srinivasarao, M. Curr. Opin. Colloid Interface Sci. 1999, 4, 370-376. (e) Hill, D. J.; Mio, M. J.; Prince, R. B.; Hughes, T. S.; Moore, J. S. Chem. Rev. 2001, 101, 3893-4011. (f) Nakano, T.; Okamoto, Y. Chem. Rev. 2001, 101, 4013-4038. (g) Cornelissen, J. J. L. M.; Rowan, A. E.; Nolte, R. J. M.; Sommerdyk, N. A. J. M. Chem. Rev. 2001, 101, 4039-4070. (h) Brunsveld, L.; Folmer, B. J. B.; Meijer, E. W.; Sijbesma, R. P. Chem. Rev. 2001, 101, 4071-4097. (i) Huc, I. Eur. J. Org. Chem. 2004, 17-29.
    • (2004) Eur. J. Org. Chem. , pp. 17-29
    • Huc, I.1
  • 43
    • 3943049106 scopus 로고    scopus 로고
    • note
    • An amino acid, dibenzyl L-glutamate, can induce a predominantly one-handed helical conformation on poly-1 and Poly-2, thus showing ICDs, whereas PCPA showed no ICD under the same conditions; see ref 10.
  • 65
    • 1642494633 scopus 로고    scopus 로고
    • 8 the helicity of the polyisocyanide remains after complete removal of the chiral amines without use of achiral amines. This may be due to configurational isomerizatipn around the C-N double bonds of the polyisocyanide during the helix formation. Ishikawa, M.; Maeda, K.; Mitsutsuji, Y.; Yashima, E. J. Am. Chem. Soc. 2004, 126, 732-733.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 732-733
    • Ishikawa, M.1    Maeda, K.2    Mitsutsuji, Y.3    Yashima, E.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.