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nucleophilic addition to C,C‐double bonds. VII . Study of proximity effects in olefinic alcohols and amines by photoelectron spectroscopy
Author(s) -
Tombo Gerardo M. Ramos,
Ammann Hans Jakob,
Müller Klaus,
Ganter Camille
Publication year - 1983
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19830660106
Subject(s) - chemistry , steric effects , double bond , lone pair , amine gas treating , electronic effect , spectroscopy , alcohol , x ray photoelectron spectroscopy , nucleophile , nucleophilic addition , alkylation , medicinal chemistry , stereochemistry , photochemistry , organic chemistry , computational chemistry , molecule , catalysis , physics , nuclear magnetic resonance , quantum mechanics
The influence of steric compression on electronic structure in polycyclic olefinic alcohols and amines is studied by PE. spectroscopy. The unsubstituted alcohol 2 and amine 7 show PE.‐spectroscopic properties that can be reconciled by postulating a predominance of intramolecularly H‐bonded species in the gas phase. For the alkylated derivatives 5 and 9 , in which H‐bonding is precluded, distinct, but only moderate lone‐pair double‐bond interactions are observed.