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Arene exchange accelerated by a pend...

Chlenov, Anatoli.

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Arene exchange accelerated by a pendant ligand.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Arene exchange accelerated by a pendant ligand./
Author:	Chlenov, Anatoli.
Description:	307 p.
Notes:	Source: Dissertation Abstracts International, Volume: 64-01, Section: B, page: 0209.
Contained By:	Dissertation Abstracts International64-01B.
Subject:	Chemistry, Organic. -
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3078621
ISBN:	049399498X

Arene exchange accelerated by a pendant ligand.
Chlenov, Anatoli.

Arene exchange accelerated by a pendant ligand. - 307 p.

Source: Dissertation Abstracts International, Volume: 64-01, Section: B, page: 0209.

Thesis (Ph.D.)--Princeton University, 2003.

Several novel aspects of arene chromium chemistry are described. Selective double substitution by amine nucleophiles on (difluorobenzene)Cr(CO) 3 is reported. Replacement of one of the carbonyl ligands by an (N-methylbenzylamine)dipyrrolyl-phosphine retards the nucleophilic aromatic substitution reaction only to a small extent. The phosphine ligand can be generated on the solid phase to allow attachment of the arene via an activating chromium unit as a traceless linker.

ISBN: 049399498XSubjects--Topical Terms:

516206
Chemistry, Organic.

Arene exchange accelerated by a pendant ligand.
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020 $a 049399498X
035 $a (UnM)AAI3078621
035 $a AAI3078621
040 $a UnM $c UnM
100 1 $a Chlenov, Anatoli. $3 1931848
245 1 0 $a Arene exchange accelerated by a pendant ligand.
300 $a 307 p.
500 $a Source: Dissertation Abstracts International, Volume: 64-01, Section: B, page: 0209.
500 $a Adviser: M. F. Semmelhack.
502 $a Thesis (Ph.D.)--Princeton University, 2003.
520 $a Several novel aspects of arene chromium chemistry are described. Selective double substitution by amine nucleophiles on (difluorobenzene)Cr(CO) 3 is reported. Replacement of one of the carbonyl ligands by an (N-methylbenzylamine)dipyrrolyl-phosphine retards the nucleophilic aromatic substitution reaction only to a small extent. The phosphine ligand can be generated on the solid phase to allow attachment of the arene via an activating chromium unit as a traceless linker.
520 $a Modification of the tri(pyrrolyl)phosphine with a properly designed pendant side chain allows arene exchange in (arene)Cr(CO)2(phosphine) to occur at room temperature. Temporary coordination of the side chain in the partially dissociated arene intermediate is proposed to be responsible for the mild reaction conditions. A series of (2-substituted-pyrrolyl)dipyrrolylphosphines was synthesized and the effect of the side chain on the arene exchange rate was systematically evaluated. Arene exchange in (arene)Cr(CO)2((2-methylcarboxypyrrolyl)dipyrrolylphosphine) was investigated for a variety of incoming and leaving arenes. An interchange mechanism is proposed where the transition state occurs on the way from eta 2-arene chromium complex to eta2-arene' chromium complex, where arene' is an incoming arene. The mechanism was substantiated computationally by calculating the Hartree-Fock energies (3-21G(*) basis set) of the intermediates involved.
590 $a School code: 0181.
650 4 $a Chemistry, Organic. $3 516206
650 4 $a Chemistry, Inorganic. $3 517253
690 $a 0490
690 $a 0488
710 2 0 $a Princeton University. $3 645579
773 0 $t Dissertation Abstracts International $g 64-01B.
790 1 0 $a Semmelhack, M. F., $e advisor
790 $a 0181
791 $a Ph.D.
792 $a 2003
856 4 0 $u http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3078621