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Volumn 68, Issue 13, 2003, Pages 5236-5243

Palladium-catalyzed arylation of α,α-disubstituted arylmethanols via cleavage of a C-C or a C-H bond to give biaryls

Author keywords

[No Author keywords available]

Indexed keywords

ARYLATION;

EID: 0038548106     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0344034     Document Type: Article
Times cited : (164)

References (63)
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    • note
    • 3 for 24 h, however, gave 6 with a lower yield of 13% together with 4 (22%) and 5 (60%), which may be due to catalyst deactivation. Precipitation of Pd black was observed after the reaction.
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    • 1H NMR spectra were obtained in the case of compounds 8-11. Their methyl peaks also coalesced by heating with the exception of those of 9.
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    • The formation of palladacycle D from A may involve electrophilic attack of the palladium on the ε-carbon followed by elimination of an arene, although participation of another path via a Pd(IV) species cannot be excluded. See: (a) Dyker, G. Chem. Ber. Recl. 1997, 130, 1567. (b) Catellani, M. Synlett 2003, 298. The formation of 2-substituted naphthalenes with higher yields than those expected suggests participation of another reduction mechanism. However, the details are unclear.
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    • The fact that the total yield of 3a and 4 is somewhat greater than 100% may be due to the participation of homocoupling of 1a to some extent. However, formation of homocoupling products was not observed or was negligible (less than 2%) in the other reactions.
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    • note
    • 3, however, did not proceed. The reason is not definitive at the present stage.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.