No, you can't battle Maylene and/or Crasher Wake in Heartgold.
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Battle Chuck 15 times in a row,then go to his gym
I don't think you can battle Gardenia in Pokemon HeartGold.
let your Pokemon battle
No they can't.
After beating the third Gym Leader (Maylene the Veilstone Gym Leader) in Pokémon Diamond, you then head to Pastoria City to battle the Gym Leader there who is named Crasher Wake.