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Volumn , Issue 42, 2006, Pages 4413-4415

Self-complementary purines by quadruple hydrogen bonding

Author keywords

[No Author keywords available]

Indexed keywords

2,6 DIAMINOPURINE; DIISOPROPYLAMINE DICHLOROACETATE; PURINE; UREA;

EID: 33750239700     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b610239e     Document Type: Article
Times cited : (24)

References (23)
  • 13
    • 33748418763 scopus 로고    scopus 로고
    • For multimeric hydrogen-bonded assemblies of guanines (e.g. G-quartets) see:
    • T. Park S. C. Zimmerman J. Am. Chem. Soc. 2006 128 11582 11590
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 11582-11590
    • Park, T.1    Zimmerman, S.C.2
  • 14
    • 1042268168 scopus 로고    scopus 로고
    • -1 higher in energy (for R = H in Fig. 1) These features have been discussed for various urea-functionalized heterocycles. See ref. 1 and
    • J. T. Davis Angew. Chem., Int. Ed. 2004 43 668 698
    • (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 668-698
    • Davis, J.T.1
  • 18
    • 27644501020 scopus 로고    scopus 로고
    • Ribose groups may be accommodated but have yet to be completely explored due to their chemical lability during our initial studies (for similar observations, see ref. 6):
    • S. Porcher S. Pitsch Helv. Chim. Acta 2005 88 2683 2704
    • (2005) Helv. Chim. Acta , vol.88 , pp. 2683-2704
    • Porcher, S.1    Pitsch, S.2
  • 20
    • 0242417008 scopus 로고    scopus 로고
    • c with dilution demonstrates weakening, through induction, of the intramolecular hydrogen bond upon dimer decomplexation (see ref. 6 for related observations)
    • E. A. Meyer R. K. Castellano F. Diederich Angew. Chem., Int. Ed. 2003 42 1210 1250
    • (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 1210-1250
    • Meyer, E.A.1    Castellano, R.K.2    Diederich, F.3
  • 21
    • 33750248374 scopus 로고
    • Associate 1.6
    • University of California, Los Angeles, This demonstrates that the Hoogsteen edge of the molecule is not engaged in measurable hydrogen bonding at these concentrations and temperatures (see ref. 6) Comparisons between multiply (>3) hydrogen-bonded systems are not straightforward. For a discussion, see:
    • B. R. Peterson, Associate 1.6, PhD thesis, University of California, Los Angeles, 1994
    • (1994) PhD Thesis
    • Peterson, B.R.1
  • 22
    • 0037173855 scopus 로고    scopus 로고
    • a (DMSO) for urea is 26.7 and for diphenylurea is 19.6; see:
    • O. Lukin J. Leszczynski J. Phys. Chem. A 2002 106 6775 6782
    • (2002) J. Phys. Chem. a , vol.106 , pp. 6775-6782
    • Lukin, O.1    Leszczynski, J.2
  • 23
    • 0344887064 scopus 로고
    • N1 conformation and/or distortion at the C(6) amino group
    • F. G. Bordwell Acc. Chem. Res. 1988 21 456 463
    • (1988) Acc. Chem. Res. , vol.21 , pp. 456-463
    • Bordwell, F.G.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.