Demonstration of Diastereomeric Electron‐Donor‐Acceptor Complexes by ¹H‐NMR Spectroscopy

Abstract

GLC analysis of the crude reaction products revealed yields of over 90 % of the corresponding esters. The yields of isolated esters were lower (62-85 %), this being partly due to difficulties in the separation of the esters ( 5 ) from the excess alcohol employed (Table 1).Received: August 28, 1978 [Z 94 IE] German version: Angew. Chem. 90, 995 (1978) nucleus. The spatial position of the N-C--H atom is [ l ] 1. Prim, J . W Verhoeven, 7: J . de Boer, Org. Magn. Reson. 9, 543 (1977), and references cited therein. Angew. Chem. I n t . Ed. Engl. 17 (1978) N o . 12

Visible-Light-Induced Radical Acylation of Imines with α-Ketoacids Enabled by Electron-Donor–Acceptor Complexes

“…This photochemical reaction was proposed to be enabled by an EDA complex between an imine and an α-ketoacid, which could be supported by the observation of a bathochromic shift and a charge transfer band in the UV–vis spectrum of the mixture of imine 1a and α-ketoacid 2a (Figure a). The 1a / 2a stoichiometric ratio in the EDA complex was determined to be 1:1 using Job’s method (Figure b) …”

“…The 1a/2a stoichiometric ratio in the EDA complex was determined to be 1:1 using Job's method (Figure 6b). 19 On the basis of these experimental phenomena, a mechanism for this radical acylation reaction is posited. As shown in Figure 7, imine 1a interacts with α-ketoacid 2a reversibly to generate an EDA complex.…”