Aggregate 3rd Et2O 4th Et2O 3rdTHF 4th THF
LiCH2OCON(CH3)2m conf 1 4.85 N/A 0.359 N/A
LiCH2OCON(CH3)2m conf 2 7.49 N/A 2.06 N/A
LiCH2OCON(CH3)2d1 conf 1 -1.50 0.604 -12.1a 2.40
LiCH2OCON(CH3)2d1 conf 2 23.8 0.799 -4.24 -0.415
LiCH2OCON(CH3)2d1 conf 3 13.5 3.84 -0.119 0.709
LiCH2OCON(CH3)2d2 conf 1 -3.72 -0.0403 -17.0 7.33
LiCH2OCON(CH3)2d2 conf 2 -1.66 4.01 21.9b -8.34
LiCH2OCON(CH3)2d2 conf 3 -0.794 8.56c -5.48 3.43
LiCHPhOCON(CH3)2m conf 1 7.08 N/A 2.41 N/A
LiCHPhOCON(CH3)2m conf 2 9.79 N/A 1.83 N/A
LiCHPhOCON(CH3)2d1 RR conf 1 d d d d
LiCHPhOCON(CH3)2d1 RS conf 1 d d d d
LiCHPhOCON(CH3)2d1 RR conf 2 3.24 1.34 -0.206 -2.71
LiCHPhOCON(CH3)2d1 RS conf 2 5.77 -3.94 -0.820 -4.81
LiCHPhOCON(CH3)2d1 RR conf 3 d d d d
LiCHPhOCON(CH3)2d1 RS conf 3 d d d d
LiCHPhOCON(CH3)2d2 RR conf 1 d d d d
LiCHPhOCON(CH3)2d2 RS conf 1 d d d d
LiCHPhOCON(CH3)2d2 RR conf 2 d d d d
LiCHPhOCON(CH3)2d2 RS conf 2 d d d d
LiCHPhOCON(CH3)2d2 RR conf 3 d d d d
LiCHPhOCON(CH3)2d2 RS conf 3 d d d d
(a) Stronger binding THF forced conformational change resembling conformation 2.
(b) Stronger binding THF forced conformational change resulting in more strain.
(c) 4th ether dissociated.
(d) These solvates were too strained to exist.
Table 3: Free energies (kcal/mol) of successive solvation of lithium carbamate monomers and dimers.