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Nature of barrier forces in acetaldehyde

Conference ·
OSTI ID:437299
;  [1]
  1. Rutgers Univ., New Brunswick, NJ (United States)
Natural bond orbital analysis of the internal rotation barrier in ground state acetaldehyde carried out using HF 6-31 G(d,p) wavefunctions shows that the largest barrier forming energy terms are weakening of the C-C (Y) and methyl C-H out-of-plane bonds. The analysis rationalizes the weakening of the former (the largest single barrier forming energy term) to be antibonding character introduced into the C-C bond by charge transfer involving bonding and antibonding C{sub me}-H{sub ip} and adjacent C-H{sub ald} orbitals. Weakening of the C{sub me}-H{sub ip} bond is more complicated; e.g., involving antibonding character obtained by charge transfer from both {sigma} and {pi}-hyperconjugative orbitals. Pauli exchange repulsions are calculated to be unimportant sources of the barrier.
OSTI ID:
437299
Report Number(s):
CONF-9606118--
Country of Publication:
United States
Language:
English

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