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Volumn 121, Issue 49, 1999, Pages 11336-11344

Synthesis of stable 2-silanaphthalenes and their aromaticity

Author keywords

[No Author keywords available]

Indexed keywords

NAPHTHALENE DERIVATIVE;

EID: 0033572865     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja992024f     Document Type: Article
Times cited : (111)

References (77)
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    • Recent reports on the delocalisation of silole anions and dianions: (a) Freeman, W. P.; Tilley, T. D.; Liable-Sands, L. M.; Rheingold, A. L. J. Am. Chem. Soc. 1996, 118, 10457. (b) Goldfuss, B.; Schleyer, P. v. R. Hampel, F. Organometallics 1996, 15, 1755. (c) Goldfuss, B.; Schleyer, P. v. R. Organometallics 1997, 16, 1543. (d) Choi, S.-B.; Boudjouk, P.; Wei, P. J. Am. Chem. Soc. 1998, 120, 5814. (e) Dysard, J. M.; Tilley, T. D. J. Am. Chem. Soc. 1998, 120, 8245.
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    • note
    • 4 reduction of the corresponding dichlorosilane. See Experimental Section.
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    • note
    • The structure of 5 is still preliminary because the separation of 4 and 5 was not achieved.
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    • Si = 87.8). Their details will be reported elsewhere.
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    • In typical reactions of naphthalene involving one of the rings, the total aromatic stabilization energy (ASE) of naphthalene must be reduced by the ASE of benzene since one benzene moiety remains after the reaction. The ASEs depend on the method of evaluation as described in ref 2. For a recent paper, see: Wiberg, K. B. J. Org. Chem. 1997, 62, 5720.
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