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Volumn 49, Issue 32, 2010, Pages 5519-5522

Gold-catalyzed intramolecular aminoarylation of alkenes: C-C bond formation through bimolecular reductive elimination

Author keywords

Alkenes; C c bond formation; Cyclization; Gold; Homogeneous catalysis

Indexed keywords

ALKENES; BIS(DIPHENYLPHOSPHANYL)METHANE; BORONIC ACID; C-C BOND FORMATION; C-C BONDS; CATALYTIC CYCLES; CHEMICAL EQUATIONS; HOMOGENEOUS CATALYSIS; REDUCTIVE ELIMINATION; ROOM TEMPERATURE; SELECTFLUOR; TERMINAL OLEFINS;

EID: 77955030369     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201002739     Document Type: Article
Times cited : (241)

References (69)
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    • 2]-catalyzed reaction produced 2 in only 37% yield. For full details of catalysts examined, see the Supporting Information
    • 2]-catalyzed reaction produced 2 in only 37% yield. For full details of catalysts examined, see the Supporting Information.
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    • 31P NMR spectrum
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    • 3PAuPh provides 2 from 1 in 31 % yield. See the Supporting Information for more details
    • 3PAuPh provides 2 from 1 in 31 % yield. See the Supporting Information for more details.
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    • note
    • Ongoing theoretical (DFT) investigations support this type of a nucleophilic reductive elimination pathway. Relaxed coordinate scans suggest a concerted reductive elimination process, in which the B-F bond is formed prior to the C-C bond, thus effectively achieving regeneration of the catalyst and product demetalation. In contrast, we could not find a pathway for transmetalation, in which the phenyl group is transferred onto the gold center, thereby leading to the formation of alkylphenylgold(III) intermediate 32.
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    • For full details and analysis, see the Supporting Information
    • For full details and analysis, see the Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.