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Volumn 26, Issue 3, 2007, Pages 740-750

Highly efficient nickel-based heterogeneous catalytic system with nanosized structural organization for selective Se-H bond addition to terminal and internal alkynes

Author keywords

[No Author keywords available]

Indexed keywords

CATALYST ACTIVITY; CHEMICAL BONDS; NANOSTRUCTURED MATERIALS; NICKEL; PARTICLE SIZE ANALYSIS; STEREOCHEMISTRY; UNSATURATED COMPOUNDS;

EID: 33847211456     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om061033b     Document Type: Article
Times cited : (62)

References (93)
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    • Noncatalytic addition of a Se-H bond to alkynes leads to anti-Markovnikov isomers 3 and 4; see: (a) Potapov, V. A.; Amosova, S. V. Russ. J. Org. Chem. 1996, 32, 1099.
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    • The isomerization reaction may proceed under transition metal-catalyzed, radical, or photochemical conditions see refs 12, 14, 15
    • The isomerization reaction may proceed under transition metal-catalyzed, radical, or photochemical conditions (see refs 12, 14, 15).
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    • The possibility of the 2 → 7, 8 isomerization will be elaborated later on the other alkynes
    • The possibility of the 2 → 7 + 8 isomerization will be elaborated later on the other alkynes.
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    • The selectivity of the addition reactions is reflected by the ratio of Markovnikov and anti-Markovnikov products 2, 3+4
    • The selectivity of the addition reactions is reflected by the ratio of Markovnikov and anti-Markovnikov products (2)/(3+4).
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    • For a related discussion concerning the structure and formation of polynuclear transition metal arylselenolates see refs 21 and 22
    • For a related discussion concerning the structure and formation of polynuclear transition metal arylselenolates see refs 21 and 22.
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    • The particles obtained in other cases are far from round shaped (see Figure 1A-C).
    • The particles obtained in other cases are far from round shaped (see Figure 1A-C).
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    • 2 is completely soluble in phenylacetylene (1h), while in 2-methyl-3-butyn-2-o1 (1a) the suspension was formed.
    • 2 is completely soluble in phenylacetylene (1h), while in 2-methyl-3-butyn-2-o1 (1a) the suspension was formed.
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    • 3J(H-H) coupling constant is 12-16 Hz for 3 and 7-11 Hz for 4.
    • 3J(H-H) coupling constant is 12-16 Hz for 3 and 7-11 Hz for 4.
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    • Electronic effect and coordination of oxygen atom to Ni could also make some contribution to the relative stability of the intermediate complexes
    • Electronic effect and coordination of oxygen atom to Ni could also make some contribution to the relative stability of the intermediate complexes.
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    • The reaction pathway leading to the minor product 3 (for R′ = H) was omitted for simplicity.
    • The reaction pathway leading to the minor product 3 (for R′ = H) was omitted for simplicity.
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    • 2: $2, $17, and $102, respectively (Aldrich Catalog, 2006).
    • 2: $2, $17, and $102, respectively (Aldrich Catalog, 2006).
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    • NMR monitoring (or GC) is the easiest way to determine appropriate reaction time
    • NMR monitoring (or GC) is the easiest way to determine appropriate reaction time.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.