Unexpected four- and eight-membered organo P-Se heterocycles

Guoxiong Hua; Yang Li; Alexandra M. Z. Slawin; J. Derek Woollins

doi:10.1039/b617418c

Unexpected four- and eight-membered organo P-Se heterocycles

Guoxiong Hua, Yang Li, Alexandra M. Z. Slawin, J. Derek Woollins

Research output: Contribution to journal › Article › peer-review

28 Citations (Scopus)

Abstract

Reaction of [PhP(Se)(m-Se)](2) (Woollins' reagent, WR) with symmetrically disubstituted diynes: five-membered P(Se)Se2C2 heterocycles and bis-heterocycles with two five-membered P(Se) Se2C2 rings connected through a C-C single bond; Bu-t-CMC -CMC-Bu-t reacts differently to afford an unprecedented four-membered P(Se)SeC2 heterocycle with one unreacted triple bond and a fused bis-heterocycle containing two five-membered P(Se)SeC3 rings fused at the middle two carbons of the diyne to give a heterocyclic analogue of pentalene, [3.3.0] octa-1-6-diene.

Original language	English
Pages (from-to)	1465-1467
Number of pages	3
Journal	Chemical Communications
Issue number	14
DOIs	https://doi.org/10.1039/b617418c
Publication status	Published - 2007

Keywords

RAY CRYSTAL-STRUCTURES
WOOLLINS REAGENT
(PHP(SE)(MU-SE))(2)
CYANAMIDES

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10.1039/b617418c

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title = "Unexpected four- and eight-membered organo P-Se heterocycles",

abstract = "Reaction of [PhP(Se)(m-Se)](2) (Woollins' reagent, WR) with symmetrically disubstituted diynes: five-membered P(Se)Se2C2 heterocycles and bis-heterocycles with two five-membered P(Se) Se2C2 rings connected through a C-C single bond; Bu-t-CMC -CMC-Bu-t reacts differently to afford an unprecedented four-membered P(Se)SeC2 heterocycle with one unreacted triple bond and a fused bis-heterocycle containing two five-membered P(Se)SeC3 rings fused at the middle two carbons of the diyne to give a heterocyclic analogue of pentalene, [3.3.0] octa-1-6-diene.",

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year = "2007",

doi = "10.1039/b617418c",

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journal = "Chemical Communications",

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publisher = "Royal Society of Chemistry",

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T1 - Unexpected four- and eight-membered organo P-Se heterocycles

AU - Hua, Guoxiong

AU - Li, Yang

AU - Slawin, Alexandra M. Z.

AU - Woollins, J. Derek

PY - 2007

Y1 - 2007

N2 - Reaction of [PhP(Se)(m-Se)](2) (Woollins' reagent, WR) with symmetrically disubstituted diynes: five-membered P(Se)Se2C2 heterocycles and bis-heterocycles with two five-membered P(Se) Se2C2 rings connected through a C-C single bond; Bu-t-CMC -CMC-Bu-t reacts differently to afford an unprecedented four-membered P(Se)SeC2 heterocycle with one unreacted triple bond and a fused bis-heterocycle containing two five-membered P(Se)SeC3 rings fused at the middle two carbons of the diyne to give a heterocyclic analogue of pentalene, [3.3.0] octa-1-6-diene.

AB - Reaction of [PhP(Se)(m-Se)](2) (Woollins' reagent, WR) with symmetrically disubstituted diynes: five-membered P(Se)Se2C2 heterocycles and bis-heterocycles with two five-membered P(Se) Se2C2 rings connected through a C-C single bond; Bu-t-CMC -CMC-Bu-t reacts differently to afford an unprecedented four-membered P(Se)SeC2 heterocycle with one unreacted triple bond and a fused bis-heterocycle containing two five-membered P(Se)SeC3 rings fused at the middle two carbons of the diyne to give a heterocyclic analogue of pentalene, [3.3.0] octa-1-6-diene.

KW - RAY CRYSTAL-STRUCTURES

KW - WOOLLINS REAGENT

KW - (PHP(SE)(MU-SE))(2)

KW - CYANAMIDES

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U2 - 10.1039/b617418c

DO - 10.1039/b617418c

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SP - 1465

EP - 1467

JO - Chemical Communications

JF - Chemical Communications

IS - 14

ER -

Unexpected four- and eight-membered organo P-Se heterocycles

Abstract

Keywords

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