A rearrangement of azobenzene upon interaction with an aluminum(I) monomer LAl {L = HC[(CMe)(NAr)(2]), Ar=2,6-iPr(2)C(6)H(3)

Reaction of LA1 (1) or [LA1{eta'-C-2(SiMe3)(2)}] (2) (L = HC[(CMe)-(NAr)](2), Ar = 2,6-iPr(2)C(6)H(3)) with azobenzene affords a five-membered ring compound [LA1{N(H)-o-C6H4N(Ph))}] (3). In the formation of 3 a three-membered intermediate [LA1(eta(2)-N2Ph2)] (A) is suggested by a [1 + 2] cycloa...

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Published inEuropean journal of inorganic chemistry no. 11; pp. 2147 - 2150
Main Authors Zhu, HP, Chai, JF, Fan, HJ, Roesky, HW, Nehete, UN, Schmidt, HG, Noltemeyer, M
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 06.06.2005
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Physical Sciences
Science & Technology
azobenzene
N ligands
REAGENTS
LIQUID-CRYSTALS
COMPLEXES
REACTIVITY
aluminum
OXIDATIVE ADDITION
BOND
CLEAVAGE
DERIVATIVES
rearrangement
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Summary:Reaction of LA1 (1) or [LA1{eta'-C-2(SiMe3)(2)}] (2) (L = HC[(CMe)-(NAr)](2), Ar = 2,6-iPr(2)C(6)H(3)) with azobenzene affords a five-membered ring compound [LA1{N(H)-o-C6H4N(Ph))}] (3). In the formation of 3 a three-membered intermediate [LA1(eta(2)-N2Ph2)] (A) is suggested by a [1 + 2] cycloaddition reaction; A is not stable and further rearranges to 3. DFT calculations on similar compounds with modified L' (L' = HCl(CMe) (NPh)](2)] show that the complexation energy of the reaction of L'Al with azobenzene to form [L'A1(eta(2)-N2Ph2)] is about -39 kcal mol(-1), and the best estimate of the energy difference between [L'A1(eta(2)-N2Ph2)] and [L'A1{N(H)-o-C6H4N(Ph))] is -76 kcal mol(-1). (c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
ISSN:1434-1948
1099-0682
DOI:10.1002/ejic.200400922