Products obtained in the reaction between germylenes or stannylenes with dimethyl 2-diazomalonate and 2-diazo-1,3-indanedione have been isolated and characterized. Compounds thus prepared are the 2H-1,3,4,2-oxadiazagermanine-5-carboxylates 1 and 2, the indeno[2,1-e]-1,3,4,2-oxadiazametallanin-5(2H)-ones 7 and 8, the 6-oxa-3,4-diaza-2,7digermabicyclo[3.2.0]hept-3-ene-carboxylate 3, resulting from the thermal treatment of 2, and the unsymmetrical dimer of 7, (7) 2 . Furthermore the reaction products of 2 with t-BuNCO, 4, with PhCHO, 5, and with H 2 CdCHCHO, 6, and compound 9 obtained by partial hydrolysis of 7 and (7) 2 were isolated. The compounds were characterized by NMR spectroscopy ( 1 H, 13 C, and 29 Si and in part 15 N and 119 Sn), MS (EI or FI), and elemental analyses. X-ray crystal structure determinations are presented for 1, 2, 3, 4, and (7) 2 .