Standard Article

Cyclopropyl Homoconjugation, Homoaromaticity and Homoantiaromaticity—Theoretical Aspects and Analysis

Cyclopropyl Group (1995)

  1. Dieter Cremer1,
  2. Ronald F. Childs2,
  3. Elfi Kraka3

Published Online: 15 DEC 2009

DOI: 10.1002/9780470682531.pat0033

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Cremer, D., Childs, R. F. and Kraka, E. 2009. Cyclopropyl Homoconjugation, Homoaromaticity and Homoantiaromaticity—Theoretical Aspects and Analysis. Patai's Chemistry of Functional Groups. .

Author Information

  1. 1

    University of Göteborg, Department of Theoretical Chemistry, Göteborg, Sweden

  2. 2

    McMaster University, Department of Chemistry, Hamilton, Ontario, Canada

  3. 3

    University of Göteborg, Department of Theoretical Chemistry, Göteborg, Sweden

Publication History

  1. Published Online: 15 DEC 2009

Abstract

  • 1
    Introduction
  • 2
    Definition of Homoconjugation and Homoaromaticity—Basic Considerations
  • 3
    Theoretical Aspects of Defining, Detecting and Describing Homoconjugation and Homoaromaticity
  • 4
    AB Initio Examinations of Homoconjugation
  • 5
    Conclusions and Outlook
  • 6
    Acknowledgements

Keywords:

  • cyclopropyl homoconjugation;
  • homoaromaticity;
  • from conjugation to cyclopropyl homoconjugation;
  • Weinstein’s definition of homoaromaticity;
  • PMO description of homoaromaticity;
  • energy-based definitions of homoaromaticity

Featured Compounds

VIEW

  1. 1 - 45
Compound 1
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 2
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 48
Molecular Weight:78.1118
Molecular Formula:C6H6
InChIKey:UHOVQNZJYSORNB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 20
Molecular Weight:68.117
Molecular Formula:C5H8
InChIKey:YIWFBNMYFYINAD-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 3a
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 3b
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 47
Molecular Weight:94.1543
Molecular Formula:C7H10
InChIKey:UEYYOGFVPAORCH-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 4
Molecular Weight:108.1809
Molecular Formula:C8H12
InChIKey:UHHCYAAVGADGGP-OCAPTIKFSA-N
View compound in article | Full details | Search for this compound
Compound 5
Molecular Weight:122.2075
Molecular Formula:C9H14
InChIKey:WXLZOYIBXBZXGD-DTORHVGOSA-N
View compound in article | Full details | Search for this compound
Compound 6
Molecular Weight:114.1439
Molecular Formula:C9H6
InChIKey:JGHAPPWPSNCBAI-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 7
Molecular Weight:156.2237
Molecular Formula:C12H12
InChIKey:MTPUNWSZJLTTLU-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 8
Molecular Weight:114.1439
Molecular Formula:C9H6
InChIKey:YMKZIQQKIZJXKT-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 9
Molecular Weight:156.2237
Molecular Formula:C12H12
InChIKey:PYXWKTZVNXGDJK-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 10
Molecular Weight:92.1384
Molecular Formula:C7H8
InChIKey:JCIHTLANYGNMGL-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 11
Molecular Weight:106.165
Molecular Formula:C8H10
InChIKey:JTIKVKRPISBACC-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 12
Molecular Weight:92.1384
Molecular Formula:C7H8
InChIKey:CHVJITGCYZJHLR-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 13
Molecular Weight:208.2982
Molecular Formula:C16H16
InChIKey:BDGDXZGHWJTCIG-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 15
Molecular Weight:242.399
Molecular Formula:C18H26
InChIKey:STXLZKYPVGOIQS-LJSPAGPLSA-N
View compound in article | Full details | Search for this compound
Compound 29
Molecular Weight:92.1384
Molecular Formula:C7H8
InChIKey:CHVJITGCYZJHLR-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 30
Molecular Weight:92.1384
Molecular Formula:C7H8
InChIKey:CHVJITGCYZJHLR-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 18
Molecular Weight:82.1436
Molecular Formula:C6H10
InChIKey:PGPFRBIKUWKSTJ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 19
Molecular Weight:68.117
Molecular Formula:C5H8
InChIKey:OGNAOIGAPPSUMG-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 21
Molecular Weight:94.1543
Molecular Formula:C7H10
InChIKey:UDKCHWVGPNQSQK-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 22
Molecular Weight:82.1436
Molecular Formula:C6H10
InChIKey:JAPMJSVZDUYFKL-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 23
Molecular Weight:80.1277
Molecular Formula:C6H8
InChIKey:BAOZQZPGQWXJOW-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 24
Molecular Weight:96.1702
Molecular Formula:C7H12
InChIKey:WPHGSKGZRAQSGP-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 25
Molecular Weight:94.1543
Molecular Formula:C7H10
InChIKey:WJSPKNSMGLBHBW-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 26
Molecular Weight:92.1384
Molecular Formula:C7H8
InChIKey:KPDOKSJMJMDRQA-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 27
Molecular Weight:66.1011
Molecular Formula:C5H6
InChIKey:CGKPQMCLTLUAOW-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 28
Molecular Weight:80.1277
Molecular Formula:C6H8
InChIKey:YWDBHFZUBPOPRQ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 31
Molecular Weight:146.2289
Molecular Formula:C11H14
InChIKey:POQPGBIFWKXZAJ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 32
Molecular Weight:144.213
Molecular Formula:C11H12
InChIKey:FKGSJFRETKUFML-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 33
Molecular Weight:132.2023
Molecular Formula:C10H12
InChIKey:NBQVIMNMHQYULH-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 34
Molecular Weight:142.1971
Molecular Formula:C11H10
InChIKey:ZCFVFGSTMMICOZ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 35
Molecular Weight:142.1971
Molecular Formula:C11H10
InChIKey:OORRQYZWSVJKSO-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 36
Molecular Weight:142.1971
Molecular Formula:C11H10
InChIKey:PVDVWMOTLDWVRK-PKIIOXACSA-N
View compound in article | Full details | Search for this compound
Compound 37
Molecular Weight:106.165
Molecular Formula:C8H10
InChIKey:LHNSMWDERKGLJK-FYOSRRGSSA-N
View compound in article | Full details | Search for this compound
Compound 38
Molecular Weight:120.1916
Molecular Formula:C9H12
InChIKey:CDCDYENGTKUCSR-UAOXYDSYSA-N
View compound in article | Full details | Search for this compound
Compound 41a
Molecular Weight:128.1705
Molecular Formula:C10H8
InChIKey:FPEVLUDJYTXDPD-CKSLBRPTSA-N
View compound in article | Full details | Search for this compound
Compound 41b
Molecular Weight:128.1705
Molecular Formula:C10H8
InChIKey:FPEVLUDJYTXDPD-CKSLBRPTSA-N
View compound in article | Full details | Search for this compound
Compound 46
Molecular Weight:80.1277
Molecular Formula:C6H8
InChIKey:BAOZQZPGQWXJOW-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 45
Molecular Weight:106.165
Molecular Formula:C8H10
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 49
Molecular Weight:80.1277
Molecular Formula:C6H8
InChIKey:WLDBDXRXMDBHHW-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 50
Molecular Weight:93.1458
Molecular Formula:C7H10
InChIKey:FLQIRABUTHSITP-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 51
Molecular Weight:106.165
Molecular Formula:C8H10
InChIKey:JTIKVKRPISBACC-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound

VIEW

  1. 1 - 45