Issue 2, 2013

Direct coupling of nitriles and aniline to form the triazapentadiene species [upper bond 1 start]RhIII{NH[double bond, length as m-dash]C(R)N(Ph)C(R)[double bond, length as m-dash]N[upper bond 1 end]H}

Abstract

The facile and high-yield reaction between aniline and cis-positioned nitriles of [(tbpy)2Rh(NCR)2][OTf]3 [R = Me (2), Ph (3); tbpy = 4,4′-di-tert-butyl-2,2′-bipyridine; OTf = CF3SO3] produces the RhIII-triazapentadiene species [(tbpy)2[upper bond 1 start]Rh{NH[double bond, length as m-dash]C(R)N(Ph)C(R)[double bond, length as m-dash]N[upper bond 1 end]H}][OTf]3 [R = Me (4), Ph (5)]. It represents the first example of direct coupling between two RCN ligands and a primary amine to form this type of metallacycle. X-ray structures of 2 and 4 are reported.

Graphical abstract: Direct coupling of nitriles and aniline to form the triazapentadiene species  [[upper bond 1 start]] RhIII{NH [[double bond, length as m-dash]] C(R)N(Ph)C(R) [[double bond, length as m-dash]] N [[upper bond 1 end]] H}

Supplementary files

Article information

Article type
Communication
Submitted
12 Oct 2012
Accepted
01 Nov 2012
First published
15 Nov 2012

Dalton Trans., 2013,42, 347-350

Direct coupling of nitriles and aniline to form the triazapentadiene species [upper bond 1 start]RhIII{NH[double bond, length as m-dash]C(R)N(Ph)C(R)[double bond, length as m-dash]N[upper bond 1 end]H}

T. Bolaño, T. Brent Gunnoe and M. Sabat, Dalton Trans., 2013, 42, 347 DOI: 10.1039/C2DT32606J

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