Generation of synthetic equivalents of benzdiynes from benzobisoxadisiloles

Ya Li Chen; Jiang Qin Sun; Xin Wei; Wai Yeung Wong; Albert W.M. Lee

doi:10.1021/jo049091z

Generation of synthetic equivalents of benzdiynes from benzobisoxadisiloles

Ya Li Chen, Jiang Qin Sun, Xin Wei, Wai Yeung Wong, Albert W.M. Lee^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Journal article › peer-review

59 Citations (Scopus)

Abstract

Linear and angular benzobisoxadisiloles 14 and 16 can serve as the precursors for stepwise generations of the syntetic equivalents of 1,4- and 1,3-benzdiynes. Benzynes generated were trapped as [4+2] cycloaddition products. Two identical or different rings can be fused to the benzdiyne equivalents. Highly substituted arenes were obtained by removing the oxygen bridges from the furan adducts. The synthesis of naphthoxadisilole 28, which can serve as the precursor of 2,3-naphthyne, is also described.

Original language	English
Pages (from-to)	7190-7197
Number of pages	8
Journal	Journal of Organic Chemistry
Volume	69
Issue number	21
DOIs	https://doi.org/10.1021/jo049091z
Publication status	Published - 15 Oct 2004

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Organic Chemistry

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title = "Generation of synthetic equivalents of benzdiynes from benzobisoxadisiloles",

abstract = "Linear and angular benzobisoxadisiloles 14 and 16 can serve as the precursors for stepwise generations of the syntetic equivalents of 1,4- and 1,3-benzdiynes. Benzynes generated were trapped as [4+2] cycloaddition products. Two identical or different rings can be fused to the benzdiyne equivalents. Highly substituted arenes were obtained by removing the oxygen bridges from the furan adducts. The synthesis of naphthoxadisilole 28, which can serve as the precursor of 2,3-naphthyne, is also described.",

author = "Chen, {Ya Li} and Sun, {Jiang Qin} and Xin Wei and Wong, {Wai Yeung} and Lee, {Albert W.M.}",

note = "Financial support from the Faculty Research Grants (FRG/02-03/II-35, 03-04/I-11) is gratefully acknowledged. ",

year = "2004",

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doi = "10.1021/jo049091z",

language = "English",

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pages = "7190--7197",

journal = "Journal of Organic Chemistry",

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T1 - Generation of synthetic equivalents of benzdiynes from benzobisoxadisiloles

AU - Chen, Ya Li

AU - Sun, Jiang Qin

AU - Wei, Xin

AU - Wong, Wai Yeung

AU - Lee, Albert W.M.

N1 - Financial support from the Faculty Research Grants (FRG/02-03/II-35, 03-04/I-11) is gratefully acknowledged.

PY - 2004/10/15

Y1 - 2004/10/15

N2 - Linear and angular benzobisoxadisiloles 14 and 16 can serve as the precursors for stepwise generations of the syntetic equivalents of 1,4- and 1,3-benzdiynes. Benzynes generated were trapped as [4+2] cycloaddition products. Two identical or different rings can be fused to the benzdiyne equivalents. Highly substituted arenes were obtained by removing the oxygen bridges from the furan adducts. The synthesis of naphthoxadisilole 28, which can serve as the precursor of 2,3-naphthyne, is also described.

AB - Linear and angular benzobisoxadisiloles 14 and 16 can serve as the precursors for stepwise generations of the syntetic equivalents of 1,4- and 1,3-benzdiynes. Benzynes generated were trapped as [4+2] cycloaddition products. Two identical or different rings can be fused to the benzdiyne equivalents. Highly substituted arenes were obtained by removing the oxygen bridges from the furan adducts. The synthesis of naphthoxadisilole 28, which can serve as the precursor of 2,3-naphthyne, is also described.

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U2 - 10.1021/jo049091z

DO - 10.1021/jo049091z

M3 - Journal article

AN - SCOPUS:5444227786

SN - 0022-3263

VL - 69

SP - 7190

EP - 7197

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 21

ER -

Generation of synthetic equivalents of benzdiynes from benzobisoxadisiloles

Abstract

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