The conformations and energetics of simple ylides

An electron localization function investigation of bonding in some simple four‐coordinate nitrogen and phosphorus compounds

“…The unusual appearance of this isosurface appears to be due to the composition of the lone pair molecular orbital in this molecule, previously investigated by several others [49][50][51][52]. A simple STO-3G RHF calculation shows that the HOMO is lone-pair dominated, and that the carbon orbital involved is almost pure p in character.…”

Application of SINDO1 to phosphorus compounds

“…The d populations in the latter compounds are at the level of reliable ab initio 0.9 kcal/mol h i g h e r t h a n isomer I i n SINDOl compared to 0.2 kcal/mol ab initio. 42 To clarify the bonding, we first observe that the PC bond length in the ylid CH2PH3 is considerably shorter than in CH3PH, which is a single bond. The PC bond order46 of 1.94 in CH2PH, is less than 2.14 for the double bond in CH'PH.…”

Singlet methylene insertion into polar OH and NH bonds of water and ammonia—Ab initio and DFT study

“…This is a local minimum on the PES with a CON bond length of 1.606 Å. The ylide structure Figure 1(a) is predicted to be a local minimum with an energy 72.3 kcal/mol above the methylamine, Figure 1( [13], respectively. The transition structure, connecting the ylide and methylamine minimum Figure 1(c) appears to be the structure shown in Figure 1(b).…”