In,out-Isomerism of Phosphorus Bridgehead Cage Compounds. A Review

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Title:In,out-Isomerism of Phosphorus Bridgehead Cage Compounds. A Review
Creators:
Bauer, Ingmar
Habicher, Wolf D.
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 69, 6, pp. 1195-1230
Uncontrolled Keywords:<i>In</i>,<i>out</i>-isomerism, Phosphonium salts, Phosphates, Cage compounds, Phosphanes, Phosphorus macrocycles, Phosphatranes, Cryptands, Phosphane oxide

Abstract

The chemistry and stereochemical peculiarities, especially the phenomenon of <i>in</i>,<i>out</i>-isomerism of bi- and polycyclic compounds with one or more phosphorus bridgehead atoms, are reviewed in the present paper. The appearance of <i>in</i>,<i>out</i>-isomers depends on the ring size of the bi- and polycycles. In general graphic <i>in</i>,<i>out</i>-isomerism becomes only possible in medium sized ring systems and in particular in macrocyclic compounds. However even bicyclic systems containing small rings can be <i>trans</i>-configured if the third chain is long and flexible enough hence giving rise to pseudo-<i>in</i>,<i>out</i>-isomerism. <i>In</i>-phosphorus atoms exhibit a low reactivity in comparison to their <i>out</i>-counterparts. Nevertheless some few examples of reactions at <i>in</i>-positioned phosphorus atoms have been presented. This will potentially open the way to a specific modification of the cavity of such macrobi- and polycyclic compounds. A review with 53 references. <p>

Title:In,out-Isomerism of Phosphorus Bridgehead Cage Compounds. A Review
Creators:
Bauer, Ingmar
Habicher, Wolf D.
Uncontrolled Keywords:<i>In</i>,<i>out</i>-isomerism, Phosphonium salts, Phosphates, Cage compounds, Phosphanes, Phosphorus macrocycles, Phosphatranes, Cryptands, Phosphane oxide
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:69
Number:6
Page Range:pp. 1195-1230
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20041195UNSPECIFIED
ID Code:2270
Item Type:Article
Deposited On:06 Feb 2009 17:17
Last Modified:06 Feb 2009 16:17

Citation

Bauer, Ingmar; Habicher, Wolf D. (2004) In,out-Isomerism of Phosphorus Bridgehead Cage Compounds. A Review. Collection of Czechoslovak Chemical Communications, 69 (6). pp. 1195-1230. ISSN 0010-0765

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