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Volumn 47, Issue 11, 2014, Pages 3727-3735

Air- and water-stable, fluorescent oligomers of 9,10-dihydro-9,10- diboraanthracene

Author keywords

[No Author keywords available]

Indexed keywords

CHAINS; FLUORESCENCE; THIOPHENE;

EID: 84902134493     PISSN: 00249297     EISSN: 15205835     Source Type: Journal    
DOI: 10.1021/ma500518x     Document Type: Article
Times cited : (52)

References (59)
  • 9
    • 77955211085 scopus 로고    scopus 로고
    • Jäkle, F. Chem. Rev. 2010, 110, 3985-4022
    • (2010) Chem. Rev. , vol.110 , pp. 3985-4022
    • Jäkle, F.1
  • 59
    • 2842563978 scopus 로고
    • Surprisingly, when the oligomerization reaction is carried out with 2,5-bis(tri- n -butylstannyl)thiophene instead of 7 (entry 1, Table 1), the corresponding MALDI-1 and MALDI-3 are essentially superimposable. This result suggests that (i) n -butyl groups are also easily shifted from the tin atom to the growing oligomer chain and (ii) a benzyl-type cleavage of the transferred n -butyl substituent under MALDI conditions must be prominent. At least in the cases where the n -butyl chain was shifted onto the thienyl end-groups, the benzyl-type cleavage should be promoted either by an efficient mesomeric stabilization of the immediately resulting (2-thienyl)methylium cation or by its rearrangement to a stable thiopyrylium cation - 1607
    • Surprisingly, when the oligomerization reaction is carried out with 2,5-bis(tri- n -butylstannyl)thiophene instead of 7 (entry 1, Table 1), the corresponding MALDI-1 and MALDI-3 are essentially superimposable. This result suggests that (i) n -butyl groups are also easily shifted from the tin atom to the growing oligomer chain and (ii) a benzyl-type cleavage of the transferred n -butyl substituent under MALDI conditions must be prominent. At least in the cases where the n -butyl chain was shifted onto the thienyl end-groups, the benzyl-type cleavage should be promoted either by an efficient mesomeric stabilization of the immediately resulting (2-thienyl)methylium cation or by its rearrangement to a stable thiopyrylium cation: Hanuš, V.; Čermák, V. Collect. Czech. Chem. Commun. 1959, 24, 1602-1607
    • (1959) Collect. Czech. Chem. Commun. , vol.24 , pp. 1602
    • Hanuš, V.1    Čermák, V.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.