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Volumn 65, Issue 5, 2000, Pages 1366-1375

Theoretical prediction of the stability and intramolecular rearrangement reactions of heteroanalogues of cyclopropylcarbene' 2-oxiranyl-, 2- aziridinyl-, and 1-aziridinylcarbene

Author keywords

[No Author keywords available]

Indexed keywords

1 AZIRIDINYLCARBENE; 2 AZIRIDINYLCARBENE; 2 OXIRANYLCARBENE; ALKENE DERIVATIVE; CARBENE; UNCLASSIFIED DRUG;

EID: 0342615065     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo991412x     Document Type: Article
Times cited : (9)

References (75)
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    • The reaction of excited carbon atoms - generated in a carbon arc -with cyclopropane leads to 4 as the main product. This, however, may also be explained via formation of a cyclobutylidene by insertion of carbon in a C-C bond: Skell, P. S.; Engel, R. R. J. Am. Chem. Soc. 1966, 88, 4883-4890.
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  • 13
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    • note
    • To maintain lucidity throughout this work, only the multiplicities of triplet species are indicated by a superscript; all other structures referred to without superscript are singlet species.
  • 28
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    • note
    • 17c
  • 29
    • 0001888677 scopus 로고
    • MOPAC: A General Molecular Orbital Package
    • MOPAC93, Fujitsu Ltd. Stewart, J. J. P. MOPAC: A General Molecular Orbital Package. Quantum Chem. Prog. Exch. 1990, 10, 86.
    • (1990) Quantum Chem. Prog. Exch. , vol.10 , pp. 86
    • Stewart, J.J.P.1
  • 35
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    • Scott, A. P.; Radom, L. J. Phys. Chem. 1996, 100, 16502-16513. Scaling factors are 0.9806 (for B3LYP/6-31G(d)) and 0.9608 (for MP2/ 6-31G(d,p)).
    • (1996) J. Phys. Chem. , vol.100 , pp. 16502-16513
    • Scott, A.P.1    Radom, L.2
  • 36
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    • Lipkovitz, K. B., Boyd, D. B., Eds.; VCH Publishers: New York
    • 2) (UMP2) is in the range of 2.17-2.23 for triplet transition structures and diradicals, but smaller than 2.03 for all triplet carbenes. See Supporting Information for a table of calculated values. For a broader discussion of UMP2 calculations of open shell species see: Bally, T.; Borden, W. T. In Reviews in Computational Chemistry; Lipkovitz, K. B., Boyd, D. B., Eds.; VCH Publishers: New York, 1999; Vol. 13, pp 1-97.
    • (1999) Reviews in Computational Chemistry , vol.13 , pp. 1-97
    • Bally, T.1    Borden, W.T.2
  • 49
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    • note
    • -1.
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    • Wiley: New York, Chapter 2
    • see for example: (a) Armarego, W. L. F. Stereochemistry of Heterocyclic Compounds; Wiley: New York, 1977; Part 1, Chapter 2. (b) Lehn, J. M. Fortschr. Chem. Forsch. 1970, 15, 311-377.
    • (1977) Stereochemistry of Heterocyclic Compounds , Issue.1 PART
    • Armarego, W.L.F.1
  • 62
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    • see for example: (a) Armarego, W. L. F. Stereochemistry of Heterocyclic Compounds; Wiley: New York, 1977; Part 1, Chapter 2. (b) Lehn, J. M. Fortschr. Chem. Forsch. 1970, 15, 311-377.
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    • Lehn, J.M.1
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    • note
    • 32
  • 71
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    • 3) differs from the MP2 structure
    • 3) differs from the MP2 structure.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.